Plural Ring Oxygens In The Bicyclo Ring System Patents (Class 549/464)
  • Patent number: 10774088
    Abstract: The present invention relates to an improved process for preparing [(1S,2R)-3-[[(4-aminophenyl)-sulfonyl](2-methyl-propyl)amino]-2-hydroxy-1-(phenylmethyl)-propyl]-carbamic acid (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ester—which compound is also known under its INN as darunavir—by reacting carbonic acid 2,5-dioxo-1-pyrrolidinyl[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl]ester with 4-amino-N-[(2R,3S)-3-amino-2-hydroxy-4-phenylbutyl]-N-(2-methylpropyl)-benzenesulfonamide in ethanol as solvent. Furthermore said process allows for darunavir to be isolated immediately in its ethanolate form, i.e. darunavir monoethanolate, which is the marketed form of darunavir under the tradename Prezista™.
    Type: Grant
    Filed: November 16, 2017
    Date of Patent: September 15, 2020
    Assignee: Janssen Sciences Ireland Unlimited Company
    Inventors: Alfred Elisabeth Stappers, Yolande Lydia Lang, Shane Barry Robinson
  • Patent number: 10759811
    Abstract: The present invention provides a method for preparing anhydrosugar alcohol, in which the reaction temperature in a vacuum reaction that converts sugar alcohol into anhydrosugar alcohol is controlled to two steps of temperature that is, a first-step low reaction temperature of 100 to 150° C. and a second-step high reaction temperature of 151 to 240° C., so that the selectivity for the intermediate product 1,4-sorbitan can be increased, thereby increasing the yield of anhydrosugar alcohol.
    Type: Grant
    Filed: August 25, 2016
    Date of Patent: September 1, 2020
    Assignee: SK Innovation Co., Ltd.
    Inventors: In Hyoup Song, Tae Seung Kim, Sung Real Son, Yoon Jae Yim, Suk Joon Hong
  • Patent number: 10703707
    Abstract: A method for preparing a nitrate ester is provided. The method includes providing a first solution including a compound (which has at least one hydroxyl group) and a carboxylic acid having 2-5 carbon atoms; providing a second solution including nitric acid, acetic anhydride, and acetic acid; and transferring the first solution and the second solution to a microreactor, obtaining a nitrate ester after a residence time. In particular, the ratio of the weight of nitric acid to the total volume of the acetic anhydride and acetic acid is 1:1 to 1:3.5. The ratio of the molar amount of nitric acid to the hydroxyl group equivalent of the compound is from 1:1 to 15:1.
    Type: Grant
    Filed: May 15, 2019
    Date of Patent: July 7, 2020
    Assignee: INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTE
    Inventors: Chih-Lung Chin, Shih-Hsien Liu, Wan-Chi Chen, Kung-Lung Cheng
  • Patent number: 10667996
    Abstract: The present invention relates to an in particular cosmetic or dermatological composition comprising, in a physiologically acceptable support: a) at least one merocyanine of formula (1) or (2), b) at least one oily phase comprising at least one isosorbide ether. The present invention also relates to a non-therapeutic cosmetic process for caring for and/or making up a keratin material, comprising the application, to the surface of the said keratin material, of at least one composition as defined above. The invention also relates to a non-therapeutic cosmetic process for limiting the darkening of the skin and/or improving the colour and/or uniformity of the complexion, comprising the application, to the surface of the keratin material, of at least one composition as defined previously.
    Type: Grant
    Filed: January 26, 2017
    Date of Patent: June 2, 2020
    Assignee: L'OREAL
    Inventors: Yannick Jolly, Angelina Roudot, Didier Candau, Mahassine Safouane
  • Patent number: 10640626
    Abstract: A method for producing a composition of diesters, includes a step including the esterification of 1,4:3,6-dianhydrohexitol by a composition of carboxylic acids, the composition including: at least an acid having formula C7H15COOH (X) and an acid having formula C9H19COOH (Y), the mass ratio (X)/(Y) varying between 10/90 and 90/10.
    Type: Grant
    Filed: November 26, 2013
    Date of Patent: May 5, 2020
    Assignee: ROQUETTE FRERES
    Inventors: Thierry Feron, Arnaud Verraes, Herve Wyart, Catherine Baurain
  • Patent number: 10526340
    Abstract: A process for manufacturing crystals of 1,4:3,6-dianhydrohexitols, by manufacturing a solution of an internal dehydration product of at least one hexitol, distilling the solution, crystallizing, and wherein the crystallization mother liquors undergo a step of evaporative crystallization. Unlike the prior art processes that seek to recycle the crystallization mother liquors, evaporative crystallization economically and efficiently replaces the succession of steps consisting of at least one concentration, then at least one step of purification by distillation, chromatography, or crystallization.
    Type: Grant
    Filed: April 21, 2017
    Date of Patent: January 7, 2020
    Assignee: ROQUETTE FRERES
    Inventors: Hervé Wyart, Thomas Lesur, Mathias Ibert
  • Patent number: 10513527
    Abstract: The present invention relates to medical chemistry technique field, particularly relates to a preparation method for amorphous darunavir crystal, The present invention provides a preparation method for preparing amorphous form of darunavir using an anti-solvent method. It can be a different method compared to the evaporation and concentration process disclosed in WO2011048604. Although the same with WO2013114382, anti-solvent are used, the target crystal form are truly different. The crystal form of WO2013114382 is solvent-free darunavir crystal, while an amorphous form of darunavir in the present application.
    Type: Grant
    Filed: January 8, 2016
    Date of Patent: December 24, 2019
    Inventors: Jiankang Xu, Hao Wu, Meiqi Ye, Kai Ye, Linbing Zhu
  • Patent number: 10479799
    Abstract: Provided is a solid acid catalyst which enables the production of isomannide and/or 2,5-sorbitan from mannitol with high yield and high safety at low cost. The mannitol may be derived from a cellulose and/or a hemicellulose. The solid acid catalyst for dehydration contains an acid type ?-zeolite and/or a Y type zeolite.
    Type: Grant
    Filed: July 20, 2017
    Date of Patent: November 19, 2019
    Assignees: NATIONAL UNIVERSITY CORPORATION HOKKAIDO UNIVERSITY, CLARIANT CATALYSTS (JAPAN) K.K.
    Inventors: Atsushi Fukuoka, Hirokazu Kobayashi, Xin Chen
  • Patent number: 10414776
    Abstract: The present invention relates to a method of producing and purifying a high-purity anhydrosugar alcohol in high yield by a simple process and apparatus, the method includes the steps of: allowing a sugar alcohol to react in the presence of an acid catalyst in a reactor, and, at the same time, evaporating a product of the reaction; cooling the evaporated product to remove water and obtain a crude anhydrosugar alcohol; and introducing the crude anhydrosugar alcohol into a melt crystallization process to obtain a high-purity anhydrosugar alcohol.
    Type: Grant
    Filed: December 23, 2015
    Date of Patent: September 17, 2019
    Assignee: SK Innovation Co., Ltd.
    Inventors: Sung Real Son, In Hyoup Song, Yoon Jae Yim, Suk Joon Hong, Young Bo Choi
  • Patent number: 10221187
    Abstract: A method for producing anhydrosugar alcohol according to the present invention can increase the yield of anhydrosugar alcohol even in the absence of a catalyst or in the presence of a small amount of a transition metal salt catalyst by controlling the temperature of a high-temperature reaction, which converts sugar alcohol to anhydrosugar alcohol, in two steps, that is, a first low-temperature reaction step and a second high-temperature reaction step.
    Type: Grant
    Filed: September 15, 2015
    Date of Patent: March 5, 2019
    Assignee: SK Innovation Co., Ltd.
    Inventors: Young Bo Choi, Sung Real Son, In Hyoup Song, Sang Il Lee, Sang Hyun Cho, Dae Hyun Choo
  • Patent number: 10059719
    Abstract: A process is provided for making isoidide, wherein a dextrose feed is first converted by a combination of epimerization and hydrogenation to an iditol-enriched mixture of hexitols in the presence of hydrogen and in the further presence of a single, dual purpose catalyst, and the iditol is then conventionally fully dehydrated to provide isoidide. In one general embodiment, the dehydration is performed on the iditol-enriched mixture of hexitols to provide an isohexides product mixture including isoidide, and the isoidide is recovered therefrom. In another general embodiment, iditol is separated from the iditol-enriched mixture of hexitols, and at least a portion of this iditol is then dehydrated to provide an isoidide product.
    Type: Grant
    Filed: September 9, 2016
    Date of Patent: August 28, 2018
    Assignee: Archer Daniels Midland Company
    Inventors: Chi Cheng Ma, Brennan Smith
  • Patent number: 9765084
    Abstract: A process for the production of a refined dianhydrosugar-containing product is disclosed. The process includes controlled continuous crystallization of the dianhydrosugar-containing product to produce a solution saturated with the dianhydrosugar. The saturated solution is mechanically separated, for example by centrifugation, and the crystalline product is washed. The only solvent used is water. The dianhydrosugar-containing product is upgraded to at least 99.8% purity and recovery is 95% or greater. Recrystallization of the dianhydrosugar of 99.8% purity results in an ultra pure product containing at least 99.99% dianhydrosugar.
    Type: Grant
    Filed: April 9, 2009
    Date of Patent: September 19, 2017
    Assignee: Iowa Corn Promotion Board
    Inventors: Charles Guthrie Moyers, James Kermit Withrow, John Leonard Stephens
  • Patent number: 9751891
    Abstract: A method for synthesizing a primary amine, having the steps of: a) providing at least one dianhydrohexitol, and b) aminating the dianhydrohexitol by reacting same with ammonia, the amination being performed by heterogeneous catalysis using a hydrogenation catalyst in the presence of hydrogen.
    Type: Grant
    Filed: July 18, 2014
    Date of Patent: September 5, 2017
    Assignee: RHEINISCH-WESTFÄLISCHE TECHNISCHE HOCHSCHLULE (RWTH) AACHEN
    Inventors: Marcus Rose, Regina Palkovits, Rebecca Engel, Alireza Haji Begli, Christine Kroener
  • Patent number: 9670224
    Abstract: The present invention provides a forsythiaside sulfate derivatives as represented by the following formula, the preparation method and antiviral application thereof:
    Type: Grant
    Filed: November 6, 2014
    Date of Patent: June 6, 2017
    Inventor: Li Fu
  • Patent number: 9527827
    Abstract: This invention relates to diterpenes of general formula (1) belonging to labdane class, isolated from Leucas stelligera, being useful for prevention, treatment, inhibition or controlling growth and proliferation of mycobacterial activity in mammals. The invention further discloses process for isolation of the fractions containing the same.
    Type: Grant
    Filed: August 6, 2012
    Date of Patent: December 27, 2016
    Assignee: COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH
    Inventors: Swati Joshi, Roshan Rajan Kulkarni, Ketaki Dilip Shurpali, Sampa Sarkar, Dhiman Sarkar
  • Patent number: 9527804
    Abstract: The present invention provides a key new intermediate (a compound of formula III) of 4-benzyl-1-phenethyl-piperazine-2,6-dione (formula IV compound), a pharmaceutically acceptable salt thereof and a preparation method thereof. The present invention additionally discloses a method for preparing 4-benzyl-1-phenethyl-piperazine-2,6-dione (formula IV compound) from the formula III compound, said method overcoming the shortcomings of current formula IV compound preparation methods, such as low production volumes, low purity, high energy consumption, high costs, and inability to achieve industrialized production, and provides a formula IV compound preparation method which is simple, economical, environmentally-friendly and easy to produce industrially; the reaction solvent of the method is easily recycled and the method can produce the formula IV compound at high production rates and with high purity.
    Type: Grant
    Filed: June 23, 2014
    Date of Patent: December 27, 2016
    Assignees: Zhejiang Hisun Pharmaceutical Co., Ltd., Shanghai Institute of Pharmaceutical Industry
    Inventors: Fuli Zhang, Zhezhou Yang, Rusheng Bao, Pengcheng Qiu, Linyong Jin, Hu Pan, Linyu Pan, Dongming Jiang, Weiwei Xu
  • Patent number: 9527861
    Abstract: The present invention relates to a production method for an anhydro sugar alcohol having a markedly reduced ion content and improved color characteristics, and, more specifically, relates to a method for producing an anhydrous sugar alcohol having a markedly reduced ion content, markedly lowered electrical conductivity and improved color characteristics, which is obtained by subjecting hydrogenated sugar (sugar alcohol) to a dehydration reaction and thereby converting same to an anhydrous sugar alcohol and then subjecting distilled water, which has been isolated through a distillation step, to a decolorizing process using activated carbon, and subsequently bringing the resulting decolorized substance into contact with an ion exchange resin.
    Type: Grant
    Filed: May 9, 2013
    Date of Patent: December 27, 2016
    Assignee: SAMYANG CORPORATION
    Inventors: Young Jae Jung, Jin Kyung Kim, Do Hyun Kyung, Hoon Ryu
  • Patent number: 9505909
    Abstract: An ester mixture of dianhydrohexitol, a composition comprising the ester mixture and a polymer composition comprising the ester mixture or the composition, the use thereof, and a process by which the ester mixture can be prepared, where the ester mixture has a mean chain length of (8.3) to (9.2).
    Type: Grant
    Filed: December 19, 2012
    Date of Patent: November 29, 2016
    Assignee: Roquette Frères
    Inventors: Michael Grass, Andreas Gevers, Benjamin Woldt, Michael Woelk-Faehrmann
  • Patent number: 9493632
    Abstract: An ester mixture of dianhydrohexitol, a composition comprising the ester mixture and a polymer composition comprising the ester mixture or the composition, the use thereof, and a process by which the ester mixture can be prepared, where the proportion of C8 based on the sum of C8 and C10 in the overall ester mixture is 45 mol % to 85 mol %.
    Type: Grant
    Filed: December 19, 2012
    Date of Patent: November 15, 2016
    Assignee: Evonik Degussa GmbH
    Inventors: Michael Grass, Andreas Gevers, Benjamin Woldt, Michael Woelk-Faehrmann
  • Patent number: 9463450
    Abstract: A highly fluorinated polymer is very useful as an acid catalyst. The highly fluorinated polymer has at least two repeating unit types that are the polymerized derivatives of a perfluorinated cyclic or cyclizable compound and a highly fluorinated vinyl ether compound having a sulfur containing functional group. The polymer can be formed by radical copolymerization of the fluorinated monomers with the sulfur-containing functional group in sulfonyl fluoride form (—SO2F) that is subsequently converted to sulfonic acid form (—SO3H). The highly fluorinated polymer can be used to advantage in a solution comprising an aprotic, polar organic solvent that has a dielectric constant of at least 15 and preferably is free of hydroxyl functional groups. Suitable solvents are those in which the polymer is soluble to at least 1 wt %. Hydroxyl group-containing protic, polar organic solvents are less preferred.
    Type: Grant
    Filed: March 23, 2016
    Date of Patent: October 11, 2016
    Assignee: Compact Membrane Systems, Inc.
    Inventors: Ning Shangguan, Andrew Feiring, Ashokkumar B. Shenvi
  • Patent number: 9399212
    Abstract: The present invention relates to a method for producing an anhydrosugar alcohol and, more specifically, to a method for producing an anhydrosugar alcohol which, when the step of subjecting a hydrogenated sugar to a dehydration reaction in a reactor so as to convert same to an anhydrosugar alcohol is performed, allows the hydrogenated sugar to be continuously introduced into the reactor and the produced anhydrosugar alcohol to be continuously discharged out of the reactor while the dehydration reaction is carried out, also prevents a reaction mixture from circulating inside and outside the reactor while the dehydration reaction is carried out, and thereby can significantly improve production efficiency compared with a conventional process adopting a batch or semi-batch-type dehydration reaction and thus can be appropriately applied particularly to a large-scale anhydrosugar alcohol production process.
    Type: Grant
    Filed: February 21, 2014
    Date of Patent: July 26, 2016
    Assignee: SAMYANG CORPORATION
    Inventors: Hoon Ryu, Young Jae Jung, Jin Kyung Kim, Do Hyun Kyung, Hyuk Min Park, Seong Ho Cho
  • Patent number: 9388274
    Abstract: Bisanhydrohexitol derivatives having terminal mercapto groups are provided. Additionally, curable compositions that include these mercapto-containing bisanhydrohexitol derivatives, cured compositions prepared from the curable compositions, and articles containing the cured compositions are provided. More specifically, the curable compositions are epoxy-based formulations and the mercapto-containing bisanhydrohexitol derivatives function as curing agents for epoxy resins.
    Type: Grant
    Filed: December 7, 2012
    Date of Patent: July 12, 2016
    Assignee: 3M INNOVATIVE PROPERTIES COMPANY
    Inventors: Kwame Owusu-Adom, Kevin M. Lewandowski, Jonathan E. Janoski
  • Patent number: 9346819
    Abstract: A simple, low cost, environmentally friendly and sustainable process for the production of internal dehydration products of hydrogenated sugar, implementing trivalent metal phosphate (metal (III) phosphates) as catalysts during the dehydratation step.
    Type: Grant
    Filed: August 7, 2013
    Date of Patent: May 24, 2016
    Assignee: ROQUETTE FRERES
    Inventors: Mathias Ibert, Herve Wyart, Wolfgang Holderich, Oana-Alice Rusu P.
  • Patent number: 9340552
    Abstract: Disclosed is a process for the preparation of isoidide from isosorbide. An aqueous solution of isosorbide is subjected to epimerization in the presence of hydrogen under the influence of a catalyst comprising ruthenium on a support, preferably a carbon support. The process of the invention can be conducted using a relatively low hydrogen pressure, and leads to a desired distribution of epimers, favoring isoidide over isomannide and isosorbide.
    Type: Grant
    Filed: February 19, 2013
    Date of Patent: May 17, 2016
    Assignee: Archer Daniels Midland Company
    Inventors: Erik Hagberg, Kevin Martin, Jerome Le Notre, Daniel Stephan van Es, Jacobus van Haveren, Jan van Ee
  • Patent number: 9321783
    Abstract: A method for preparing a dialkyloxydianhyrohexitol (dimethylisosorbide) composition by etherification of dianhydrohexitol (isosorbide). The aim is to achieve a “clean” method that avoids the use of a methylation agent such as dimethyl sulfate or methyl chloride, which generates stoechiometric quantities of salts, or expensive dialkyl-carbonates, wherein only one of the two methyl groups participates in the preparation of mixed isosorbide ethers. The method involves using at least one O-alkylation agent and a catalyst including an acid or an acid salt, preferably a catalyst having Lewis or BrØnsted acid properties. A device for carrying out the method wherein the device includes a vaporization oven and a reaction oven is also described.
    Type: Grant
    Filed: August 5, 2013
    Date of Patent: April 26, 2016
    Assignees: ROQUETTE FRERES, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE-CNRS, UNIVERSITE CLAUDE BERNARD LYON 1
    Inventors: Mathias Ibert, Nadine Essayem, Cyril Feche, Alain Perrard
  • Patent number: 9315515
    Abstract: A process is provided for making isohexides such as isosorbide with reduced color and/or improved color stability on storage, wherein ionic species in the crude dehydration product mixture are chromatographically substantially separated from the remainder of the crude product mixture, then the remainder is refined to yield a finished product for further use or sale.
    Type: Grant
    Filed: October 4, 2013
    Date of Patent: April 19, 2016
    Assignee: Archer Daniels Midland Company
    Inventors: Erik Hagberg, Erin M. Rockafellow, Brennan Smith, Kenneth F. Stensrud
  • Patent number: 9290508
    Abstract: The present invention relates to a method for preparing high purity anhydrosugar alcohols using hydrogenated sugar, and more specifically, to a method for preparing high purity anhydrosugar alcohols (particularly, isosorbide, isomannide, isoidide, and the like) with a purity of 97.5% or higher (more preferably, 98.5% or higher) and a pH of a distillate of 3.7 or higher (more preferably, 4.0 or higher) in a distillation yield of 87% or higher (more preferably, 90% or higher) by adding an acid to hexitol so as to convert the same into anhydrosugar alcohols, and single-stage distilling the converted product by using an internal condenser type thin film evaporator.
    Type: Grant
    Filed: May 9, 2013
    Date of Patent: March 22, 2016
    Assignee: SAMYANG GENEX CORPORATION
    Inventors: Do Hyun Kyung, Young Jae Jung, Jin Kyung Kim, Hoon Ryu
  • Patent number: 9260447
    Abstract: The present invention relates to a technique for preparing an anhydrosugar alcohol using hydrogenated sugar as a raw material and, more specifically, to a technique for preparing a high-purity anhydrosugar alcohol by adding an acid to hydrogenated sugar (for example, hexitol) to convert same to an anhydrosugar alcohol, then distilling the converted liquid, and crystallizing the distilled liquid in a solvent, the technique removing a crystallization solvent from a crystallization mother liquor generated during a crystallization step and then introducing the resultant product together with the distilled liquid and the converted liquid into a distillation step, thereby being capable of improving the total distillation yield of the anhydrosugar alcohol, improving distillation efficiency by improving the mobility of a distillate, and further reducing the amount of generated waste and treatment costs and thus highly efficiently preparing the high-purity anhydrosugar alcohol at reduced costs.
    Type: Grant
    Filed: November 6, 2013
    Date of Patent: February 16, 2016
    Assignee: SAMYANG GENEX CORPORATION
    Inventors: Hoon Ryu, Young Jae Jung, Jin Kyung Kim, Do Hyun Kyung, Hyuk Min Park, Seong Ho Cho
  • Patent number: 9163031
    Abstract: Dianhydrohexitol pellets, whose fluidity is preserved even after lengthy storage, include between 90% and 100%, preferably between 95% and 100%, and more preferentially between 97% and 100% of dianhydrohexitols by weight, on a dry weight basis, and have the particularity of not being subject to caking. A process for preparing the dianhydrohexitol pellets is also described.
    Type: Grant
    Filed: September 30, 2011
    Date of Patent: October 20, 2015
    Assignee: ROQUETTE FRERES
    Inventors: Mathias Ibert, Jerome Saint Pol, Herve Wyart
  • Patent number: 9120806
    Abstract: An enhanced process for the production of a dianhydrosugar, such as isosorbide, from the corresponding sugar alcohol is described. The sugar alcohol is combined with an acid catalyst and reacted at elevated temperatures and at atmospheric pressure, eliminating the need for a vacuum. High selectivity and yields are achieved.
    Type: Grant
    Filed: April 9, 2009
    Date of Patent: September 1, 2015
    Assignee: Iowa Corn Promotion Board
    Inventors: David James Schreck, Marion McKinley Bradford, Nye Atwood Clinton, Paul Aubry
  • Patent number: 9085546
    Abstract: Disclosed herein are ester-terminated polyamide gellant compounds end-caped with isosorbide and UV curable ink compositions containing them.
    Type: Grant
    Filed: April 9, 2012
    Date of Patent: July 21, 2015
    Assignee: XEROX CORPORATION
    Inventors: Naveen Chopra, Michelle N. Chrétien, Barkev Keoshkerian, Daryl Vanbesien, Jenny Eliyahu
  • Publication number: 20150148412
    Abstract: The present invention provides new pseudopolymorphic forms of darunavir as well as a novel amorphous form of darunavir, pharmaceutical compositions comprising these compounds, methods for their preparation and use thereof in treating retroviral infections, in particular, HIV infection.
    Type: Application
    Filed: November 24, 2014
    Publication date: May 28, 2015
    Applicant: MAPI PHARMA LIMITED
    Inventor: Ehud MAROM
  • Patent number: 9040534
    Abstract: The present invention is directed to a compound of Formula (I) and to pharmaceutical compositions comprising compounds of Formula (I). Methods of making and using the compounds of Formula (I) are also within the scope of the invention.
    Type: Grant
    Filed: March 14, 2014
    Date of Patent: May 26, 2015
    Assignee: Janssen Pharmaceutica NV
    Inventors: Michael K. Ameriks, Jason C. Rech, Brad M. Savall
  • Patent number: 9040535
    Abstract: Crystalline molecular complexes of tadalafil are disclosed. The crystalline molecular complexes include those of tadalafil and oxalic acid, tadalafil and 4-hydroxybenzoic acid, tadalafil and 3-phenylpropanoic acid, tadalafil and malonic acid, tadalafil and methylparaben, and tadalafil and propylparaben. Pharmaceutical compositions containing the crystalline molecular complexes are also disclosed.
    Type: Grant
    Filed: October 7, 2013
    Date of Patent: May 26, 2015
    Assignee: THAR PHARMACEUTICALS, INC.
    Inventors: Mazen Hanna, Ning Shan, Miranda L. Cheney, David R. Weyna
  • Publication number: 20150141671
    Abstract: The invention concerns diallylisoidide in a first aspect, and in a related aspect concerns an improved method for making the diallyl ether derivatives of anhydrohexitols generally, whether isosorbide, isomannide, isoidide or a mixture of two or all three of these, whereby these derivatives may be produced efficiently up to quantitative yields.
    Type: Application
    Filed: April 18, 2013
    Publication date: May 21, 2015
    Inventor: Kenneth Stensrud
  • Publication number: 20150141383
    Abstract: There is disclosed crystalline darunavir hydrate substantially free of any non-aqueous solvent.
    Type: Application
    Filed: January 30, 2015
    Publication date: May 21, 2015
    Inventors: Manjinder Singh PHULL, Dharmaraj Ramachandra RAO, Rajendra Narayanrao KANKAN
  • Publication number: 20150141672
    Abstract: An improved, high yielding process is disclosed for making bisglycidyl ether derivatives of isosorbide, isomannide and/or isoidide, wherein up to quantitative yields overall are demonstrated. In another related aspect, a process is disclosed for making novel monoallyl, monoglycidyl ether derivatives or a combination of monoallyl, monoglycidyl ether derivatives and bisglycidyl ether derivatives via the same diallyl isohexide intermediate.
    Type: Application
    Filed: June 10, 2013
    Publication date: May 21, 2015
    Applicant: ARCHER DANIELS MIDLAND COMPANY
    Inventor: Kenneth Stensrud
  • Publication number: 20150141382
    Abstract: The present invention relates to novel solvates of Darunavir of Formula I.
    Type: Application
    Filed: January 11, 2013
    Publication date: May 21, 2015
    Inventors: Anand Gopalkrishna Kamat, Naga Trinadhachari Ganala, Venkata Balaji Boddu, Joseph Prabahar Koilpillai, Sivakumaran Meenaakshisunderam
  • Patent number: 9029412
    Abstract: Method for preparing diamino-dianhydro-dideoxyhexitols, particularly 2,5-diamino-1,4:3,6-dianhydro-2,5-dideoxy-D-hexitol. The invention related to a method for preparing diamino-dianhydro-dideoxyhexitols, particularly preferably 2,5-diamino-1,4:3,6-dianhydro-2,5-dideoxy-D-hexitol.
    Type: Grant
    Filed: June 28, 2011
    Date of Patent: May 12, 2015
    Assignee: Evonik Degussa GmbH
    Inventors: Guido Streukens, Christian Lettmann, Sven Schneider
  • Patent number: 9029578
    Abstract: A method is provided for the preparation of anhydrosugar alcohols. The method involves dehydration of a hexitol with a mixed acid of a first acid and second acid, in which the first acid is sulfuric acid and the second acid is at least one sulfur-containing acid or sulfur-containing acid salt selected from the group consisting of p-toluenesulfonic acid, methanesulfonic acid, ethanesulfonic acid, benzenesulfonic acid, naphthalenesulfonic acid and aluminum sulfate. Also provided are methods for purification of the resulting product.
    Type: Grant
    Filed: June 2, 2011
    Date of Patent: May 12, 2015
    Assignee: Samyang Genex Corporation
    Inventors: Hoon Ryu, Young Jae Jung, Young Seok Kim
  • Publication number: 20150125741
    Abstract: A secondary battery includes: a cathode; an anode; and non-aqueous electrolytic solution including a cyclic ether compound that includes a skeleton and one or more substituent groups introduced into the skeleton. The skeleton includes one or more four-or-more-membered oxygen-containing rings. The one or more substituent groups each are a monovalent group represented by Formula (1). —X—O—R??(1) (X is one of a divalent chain saturated hydrocarbon group, a halide group thereof, and nothing. R is one of a monovalent chain saturated hydrocarbon group, etc. At least one of one or more Rs includes one or more of the monovalent chain unsaturated hydrocarbon group, the monovalent cyclic unsaturated hydrocarbon group, the monovalent oxygen-containing cyclic unsaturated hydrocarbon group, the halide group thereof, and the monovalent group obtained by bonding two or more thereof, and includes a carbon-carbon multiple bond (one of —C?C— and —C?C—) bonded to an ether bond (—O—).
    Type: Application
    Filed: October 24, 2014
    Publication date: May 7, 2015
    Inventors: Toru ODANI, Tadahiko KUBOTA
  • Publication number: 20150126599
    Abstract: A process is described for producing an isohexide wherein an hexitol or a combination of hexitols is continuously dehydrated in the presence of an acid catalyst under vacuum using a thin film evaporator.
    Type: Application
    Filed: January 14, 2015
    Publication date: May 7, 2015
    Inventors: Alexandra Sanborn, Brennan Smith, Joshua Terrian, Erik Hagberg, Erin Rockafellow, Kenneth Stensrud
  • Publication number: 20150112088
    Abstract: The present invention relates to a method for preparing high purity anhydrosugar alcohols using hydrogenated sugar, and more specifically, to a method for preparing high purity anhydrosugar alcohols (particularly, isosorbide, isomannide, isoidide, and the like) with a purity of 97.5% or higher (more preferably, 98.5% or higher) and a pH of a distillate of 3.7 or higher (more preferably, 4.0 or higher) in a distillation yield of 87% or higher (more preferably, 90% or higher) by adding an acid to hexitol so as to convert the same into anhydrosugar alcohols, and single-stage distilling the converted product by using an internal condenser type thin film evaporator.
    Type: Application
    Filed: May 9, 2013
    Publication date: April 23, 2015
    Applicant: SAMYANG GENEX CORPORATION
    Inventors: Do Hyun Kyung, Young Jae Jung, Jin Kyung Kim, Hoon Ryu
  • Publication number: 20150105551
    Abstract: The present invention relates to oxidative degradation products of atorvastatin calcium and the process of the preparation thereof. The present invention also relates to atorvastatin calcium substantially free of oxidative degradation products and the pharmaceutical compositions containing such atorvastatin calcium.
    Type: Application
    Filed: December 18, 2014
    Publication date: April 16, 2015
    Inventors: Rok GRAHEK, Darko KOCJAN, Andrej BASTARDA, Andrej KOCIJAN, Matjaz KRACUN
  • Publication number: 20150094477
    Abstract: The present invention relates to a production method for an anhydro sugar alcohol having a markedly reduced ion content and improved colour characteristics, and, more specifically, relates to a method for producing an anhydrous sugar alcohol having a markedly reduced ion content, markedly lowered electrical conductivity and improved colour characteristics, which is obtained by subjecting hydrogenated sugar (sugar alcohol) to a dehydration reaction and thereby converting same to an anhydrous sugar alcohol and then subjecting distilled water, which has been isolated through a distillation step, to a decolourizing process using activated carbon, and subsequently bringing the resulting decolourized substance into contact with an ion exchange resin.
    Type: Application
    Filed: May 9, 2013
    Publication date: April 2, 2015
    Applicant: SAMYANG GENEX CORPORATION
    Inventors: Young Jae Jung, Jin Kyung Kim, Do Hyun Kyung, Hoon Ryu
  • Publication number: 20150090935
    Abstract: The invention relates to bimesogenic compounds of formula I wherein R11, R12, MG11, MG12, X11, X12 and Sp1 have the meaning given in claim 1, to the use of bimesogenic compounds of formula I in liquid crystal media and particular to flexoelectric liquid crystal devices comprising a liquid crystal medium according to the present invention. Furthermore the invention relates to bimesogenic compounds of formula I inducing a second nematic phase in nematic mixtures that do not show this additional phase without compounds of formula I.
    Type: Application
    Filed: May 7, 2013
    Publication date: April 2, 2015
    Applicant: Merck Patent GmbH
    Inventors: Kevin Adlem, Owain Llyr Parri, Rachel Tuffin, Benjamin Snow, Mariam Namutebi
  • Patent number: 8981159
    Abstract: The invention relates to a method for the oxidation of a primary or secondary alcohol, preferably to form an aldehyde or ketone, comprising the following steps: a) providing a catalyst composition comprising at least one compound containing a nitroxyl radical, at least one NO source, at least one carbon or mineral acid or an anhydride of a carbon or mineral acid; b) producing a reaction mixture by adding at least one primary or secondary alcohol and a gas comprising oxygen and optionally one or more than one solvent to the catalyst composition from step a) or step e); c) incubating the reaction mixture from step b) at a temperature of between 0 and 100° C. or at the boiling point of the solvent; d) simultaneously with or subsequent to step c): crystallizing the reaction product; and e) recovering the catalyst composition by removing the crystallized reaction product from the reaction mixture obtained in step d).
    Type: Grant
    Filed: December 6, 2011
    Date of Patent: March 17, 2015
    Assignee: Evonik Degussa GmbH
    Inventors: Florian Klasovsky, Thomas Haas, Thomas Tacke, Jan Christoph Pfeffer, Michael Rimbach, Michael Volland, Michiel Janssen, Roger Sheldon, Juergen Haberland
  • Publication number: 20150072958
    Abstract: Various embodiments of the present invention relate to, among other things, compounds and methods of using those compounds to treat an HIV infection. The compounds of the various embodiments of the present invention provide, among other things, therapeutic agents having enhanced penetration capability across the blood-brain barrier, such that they can enter the CNS to treat an HIV-1 infection in the CNS.
    Type: Application
    Filed: September 10, 2014
    Publication date: March 12, 2015
    Inventors: Arun K. Ghosh, Hiroaki Mitsuya, Sofiya Yashchuk
  • Publication number: 20150073158
    Abstract: The present invention relates to a method for preparing a furofuran lignan compound, comprising a step of selecting and alkylating an epoxy alcohol compound and an optical isomer thereof. (+)-furofuran lignan and (?)-furofuran lignan, as well as an optical isomer thereof, can be selectively prepared by means of the method.
    Type: Application
    Filed: April 9, 2013
    Publication date: March 12, 2015
    Applicant: AMOREPACIFIC CORPORATION
    Inventors: Si Young Cho, Hyun Woo Jeong, Dae Bang Seo, Sang Jun Lee
  • Publication number: 20150034868
    Abstract: To provide a novel material for a liquid crystal composition that can be used for various liquid crystal display devices. A novel isosorbide derivative represented by General Formula (G2) is provided. In General Formula (G2), Ar1, Ar2, Ar3, and Ar4 each independently represent a substituted or unsubstituted arylene group having 6 to 12 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 12 carbon atoms, or a substituted or unsubstituted cycloalkenylene group having 4 to 12 carbon atoms; l, k, m, and n each independently represent any of 0 to 3; R21 and R23 each independently represent oxygen, a single bond, or a substituted or unsubstituted alkylene group having 1 to 12 carbon atoms; and R22 and R24 each independently represent hydrogen, oxygen, a substituted or unsubstituted alkyl group having 1 to 12 carbon atoms, or a substituted or unsubstituted alkoxy group having 1 to 12 carbon atoms.
    Type: Application
    Filed: July 23, 2014
    Publication date: February 5, 2015
    Inventors: Momoko KATO, Yasuhiro NIIKURA, Tetsuji ISHITANI, Yuko KAWATA