Containing Alicyclic Ring Having At Least Seven Members Patents (Class 568/375)
  • Publication number: 20040204501
    Abstract: The present invention relates to novel tropolone compounds of the present invention and to oral care compositions suitable for preventing or treating diseases or conditions of the oral cavity in warm-blooded animals including humans, comprising an oral care effective amount of at least one novel tropolone compounds, and a pharmaceutically acceptable oral carrier. This invention further relates to a method for preventing or treating diseases or conditions of the oral cavity in warm-blooded animals including humans, by applying an oral care effective amount of the oral care composition to the oral cavity.
    Type: Application
    Filed: April 19, 2004
    Publication date: October 14, 2004
    Inventors: Pauline Pan, Marybeth Finnegan, Andre Soshinsky, Georgia Arvanitis, Michael Berardini
  • Patent number: 6787675
    Abstract: The present invention relates to novel tropolone compounds of the present invention and to oral care compositions suitable for preventing or treating diseases or conditions of the oral cavity in warm-blooded animals including humans, comprising an oral care effective amount of at least one novel tropolone compounds, and a pharmaceutically acceptable oral carrier. This invention further relates to a method for preventing or treating diseases or conditions of the oral cavity in warm-blooded animals including humans, by applying an oral care effective amount of the oral care composition to the oral cavity.
    Type: Grant
    Filed: July 29, 2002
    Date of Patent: September 7, 2004
    Assignee: Warner-Lambert Company
    Inventors: Pauline Pan, Marybeth Finnegan, Andre Soshinsky, Georgia Arvanitis, Michael Berardini
  • Patent number: 6759557
    Abstract: A melanin synthesis inhibitor composition containing at least one macrocyclic compound represented by Formula (1) wherein X is a group selected among the groups consisting of C═O; CH—OH and O═C—CHOH; R being a chain hydrocarbon having 13 to 24 carbon atoms, R forms a ring with X and may be saturated or contain 1 to 3 unsaturated bonds and may be substituted by a lower alkyl group of 1 to 3 carbon atoms.
    Type: Grant
    Filed: June 10, 2002
    Date of Patent: July 6, 2004
    Assignee: Takasago International Corporation
    Inventors: Hiroyuki Matsuda, Hiroyasu Kumamoto, Eiko Tamai, Misao Yagi, Kenichi Yamamoto, Toshimitsu Hagiwara, Shinya Watanabe
  • Patent number: 6753448
    Abstract: The present invention provides compounds represented by formulas 1a and 1b′; and photoresist polymers derived from the same. The present inventors have found that photoresist polymers derived from compounds of formulas 1a, 1b, or mixtures thereof, having an acid labile protecting group have excellent durability, etching resistance, reproducibility, adhesiveness and resolution, and as a result are suitable for lithography processes using deep ultraviolet light sources such as KrF, ArF, VUV, EUV, electron-beam, and X-ray, which can be applied to the formation of the ultrafine pattern of 4G and 16G DRAMs as well as the DRAM below 1G: where R1, R2 and R3 are those defined herein.
    Type: Grant
    Filed: December 26, 2002
    Date of Patent: June 22, 2004
    Assignee: Hyundai Electronics Industries Co., Ltd.
    Inventors: Geun Su Lee, Jae Chang Jung, Ki Ho Baik
  • Patent number: 6720303
    Abstract: Described are mixtures consisting essentially of oxomacrocyclic compounds containing greater than about 40 weight % &Dgr;3-cyclotetradecen-1-one and greater than about 40 weight % cyclotetradecanone and less than about 5 weight %, of &Dgr;2-cyclo-tetradecen-1-one, perfumery uses thereof and chemo-selective catalytic hydrogen process for preparing same by hydrogenating mixtures containing significant concentrations, greater than 15 weight %, of &Dgr;2-cyclotetradecen-1-one. The oxocarbocyclic compound-containing mixtures have advantageous musk aroma imparting, augmenting and enhancing perfumery properties causing the mixtures to be useful in perfume compositions, perfumed articles and perfumed polymers, including particles and fibers produced therefrom.
    Type: Grant
    Filed: November 1, 2001
    Date of Patent: April 13, 2004
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Braja Dulal Mookherjee, Anubhav P. S. Narula, Michael G. Monteleone, Robert W. Trenkle
  • Patent number: 6686483
    Abstract: The present invention provides a variety of methods that are based on stereoselective epoxidation of an olefin by an epoxidizing agent derived from a reaction between an oxidizing agent and a chiral ketone. For example, present invention provides methods for producing an epoxide from an olefin, for increasing a relative concentration of at least one stereoisomer of an olefin, and for stereoselectively producing an &agr;-acyloxy carbonyl compound. Preferably, the chiral ketone is of the formula: or a derivative thereof which is capable of converting to the chiral ketone of Formula I under the reaction conditions, where a, b, n, X, R1, R2, R3, R4, R5 and R6 are those defined herein.
    Type: Grant
    Filed: January 7, 2002
    Date of Patent: February 3, 2004
    Assignee: Colorado State University Research Foundation
    Inventor: Yian Shi
  • Publication number: 20040018216
    Abstract: The present invention relates to novel tropolone compounds of the present invention and to oral care compositions suitable for preventing or treating diseases or conditions of the oral cavity in warm-blooded animals including humans, comprising an oral care effective amount of at least one novel tropolone compounds, and a pharmaceutically acceptable oral carrier. This invention further relates to a method for preventing or treating diseases or conditions of the oral cavity in warm-blooded animals including humans, by applying an oral care effective amount of the oral care composition to the oral cavity.
    Type: Application
    Filed: July 29, 2002
    Publication date: January 29, 2004
    Inventors: Pauline Pan, Marybeth Finnegan, Andre Soshinsky, Georgia Arvanitis, Michael Berardini
  • Patent number: 6630609
    Abstract: A process for the preparation of a composition having the formula: in which a compound having the formula: is treated with a base and a silylating agent.
    Type: Grant
    Filed: July 16, 2002
    Date of Patent: October 7, 2003
    Assignee: Florida State University
    Inventors: Robert A. Holton, Phong Vu, Tawfik Gharbaoui, Vincent Reboul
  • Patent number: 6551988
    Abstract: 4,8-cyclododecadienyl ketones having formula (I), in which R has up to 5 carbon atoms, are novel compounds exhibiting woody/amber odor characteristics which find use in perfumes and in perfumed products.
    Type: Grant
    Filed: December 18, 2000
    Date of Patent: April 22, 2003
    Assignee: Quest International B.V.
    Inventor: David Munro
  • Patent number: 6326349
    Abstract: Disclosed are compounds of formula I having a strong musk-like odor: In formula I, R1 and R2 are hydrogen or methyl, with the proviso that when R1 is methyl, R2 is hydrogen, and when R1is hydrogen, R2 is methyl. The compounds of formula I may be in the Z- and/or in the E-form. Methods of making the compounds of formula I and compositions containing such compounds are also disclosed.
    Type: Grant
    Filed: September 1, 1999
    Date of Patent: December 4, 2001
    Assignee: Givaudan Roure (International) SA
    Inventors: Daniel Helmlinger, Georg Fráter, Urs Müller
  • Patent number: 6303836
    Abstract: 2-Cyclododecyl-propanol [sic], which is in demand as musk scent, is prepared in an advantageous industrial process by reacting cyclododecene with an excess of propionic acid or of a propionic acid derivative in the presence of catalytic amounts of a free-radical initiator, and subsequently catalytically hydrogenating the 2-cyclododecylpropionic acid which is formed or the corresponding 2-cyclododecylpropionic acid derivatives.
    Type: Grant
    Filed: December 1, 1999
    Date of Patent: October 16, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Ebel, Rolf Pinkos
  • Patent number: 6287749
    Abstract: Biradical initiators and methods using the same are disclosed. Polymerization of compositions which include the compounds of the invention may be activated by irradiating the composition with radiation.
    Type: Grant
    Filed: May 4, 1998
    Date of Patent: September 11, 2001
    Assignees: First Chemical Corporation, Univ. of Southern Mississippi
    Inventors: Rajamani Nagarajan, Joseph Stanton Bowers, Jr., Charles E. Hoyle, E. Sonny Jönsson, John R. I. Eubanks
  • Patent number: 6278027
    Abstract: The present invention relates to compounds of formula (1). wherein: R1 is hydrogen atom or lower alkyl group, X is bromine atom or chlorine atom; and which are useful for the preparation of the cycloheptanoides such as cycloheptimidazole derivatives. The compound having formula (1) is obtained in a single pot by the reaction of a trialkylsilylether compound with a dihalocarbene which, in turn, is prepared from the reaction of chloroform or bromoform in the presence of base.
    Type: Grant
    Filed: September 8, 1999
    Date of Patent: August 21, 2001
    Assignee: Kotobuki Pharmaceutical CO LTD
    Inventors: Tsuyoshi Tomiyama, Akira Tomiyama, Naoto Ueyama, Akira Ohno
  • Patent number: 6278026
    Abstract: The synthesis of taxol and other tricyclic and tetracyclic taxanes.
    Type: Grant
    Filed: June 15, 1999
    Date of Patent: August 21, 2001
    Assignee: Florida State University
    Inventors: Robert A. Holton, Carmen Somoza, Hyeong Baik Kim, Mitsuru Shindo, Ronald J. Biediger, P. Douglas Boatman, Chase Smith, Feng Liang, Krishna Murthi
  • Patent number: 6242413
    Abstract: The invention relates to bicyclic aldehydes and ketones of formula (I): wherein n is 1 or 2; R1 and R4 are independently H or CH3; and R2 and R3 are independently H, CH3 or CH2CH3 The invention also provides odorant compositions containing at least one compound of formula (I). A process for the manufacture of R1-methyl substituted compounds of formula (I) having a bridgehead-positioned double bond, as well as intermediates thereof is also provided.
    Type: Grant
    Filed: June 2, 1999
    Date of Patent: June 5, 2001
    Assignee: Givaudan Roure (International) S.A.
    Inventors: Georg Frater, Philip Kraft
  • Patent number: 6204416
    Abstract: A method for the transformation of cis- and trans-cyclododecene oxide into cyclododecanone, comprising carrying out the reaction with catalytically activated hydrogen in the presence of a copper catalyst at a temperature of 150-260° C. and at a pressure in a range from atmospheric pressure to elevated pressure. The reaction proceeds via the intermediate products cyclododecen-3-ol and cyclododecen-3-one, and with cyclododecene being obtained as a by-product.
    Type: Grant
    Filed: March 29, 2000
    Date of Patent: March 20, 2001
    Assignee: EMS-Chemie AG
    Inventor: Haans-Joerg Liedloff
  • Patent number: 6200254
    Abstract: Novel macrocyclic diene ketone compounds useful as fragrance materials are described having the following general formula (I): where R1, R2, R3 and R4 are each either a hydrogen atom or a C1 to C4 alkyl, a is the integer 1 or 2 and b is an integer in a range from 1 to 6. Novel pathways are described for synthesizing these macrocyclic diene ketones, as well as saturated and mono-unsaturated macrocyclic ketones having the following general formula (IV): where R1, R2, R3 and R4 are each independently a hydrogen atom or a C1 to C4 alkyl, a is the integer 1 or 2 and b is an integer in a range from 1 to 6.
    Type: Grant
    Filed: May 21, 1999
    Date of Patent: March 13, 2001
    Assignees: Takasago International Corporation, Takasago Institute for Interdisciplinary Science, Inc.
    Inventors: Andrew T. Lupo, Jr., Tetsuo Nakatsu, John Caldwell, Michael E. Lankin, Carter B. Green, Takashi Aida
  • Patent number: 6184419
    Abstract: The present invention relates to new &agr;,&bgr;-unsaturated ketones of formula I. The new compounds exhibit an intense, very long lasting green galbanum-type odor with fruity undertones. Compositions containing these novel compounds are also provided.
    Type: Grant
    Filed: May 10, 2000
    Date of Patent: February 6, 2001
    Assignee: Givaudan Roure (International) SA
    Inventors: Katja Berg-Schultz, Jerzy A. Bajgrowiecz
  • Patent number: 6169211
    Abstract: Disclosed is a process for producing 5-cyclohexadecen-1-one continuously from 1,2-divinylcyclododecanol in a short time in an efficient manner without side reactions. In the process, 1,2-divinylcyclododecanol as a starting material is supplied from a raw material container 1 by a dosage pump 2 to a flash unit 3 which is set under a vacuum of 5 mm Hg or less by a vacuum pump 8 and is heated. 1,2-Divinylcyclododecanol which is flashed in the flash unit is supplied to a reactor 4 which is heated to 400 to 650° C. and is set under a vacuum of 5 mm Hg or less whereby 1,2-divinylcyclododecanol is converted into 5-cyclohexadecen-1-one. The reaction product is discharged from the top of the reactor and is cooled to recover the objective 5-cyclohexadecen-1-one in the recovery container 6. The reduction in the pressure of the apparatus is preferably performed by a vacuum pump 8 via a hydrochloric acid trap 7 comprising, for example, sodium methylate/methanol cooled to −78 to −100° C.
    Type: Grant
    Filed: May 6, 1999
    Date of Patent: January 2, 2001
    Assignee: Takasago International Corporation
    Inventors: Misao Yagi, Keisuke Itakura, Kenichi Yamamoto, Akira Amano
  • Patent number: 6150374
    Abstract: The invention relates to novel substituted cycloalkenes of the formula (I), ##STR1## to a plurality of processes for their preparation, and to novel intermediates and a plurality of processes for their preparation.
    Type: Grant
    Filed: September 29, 1997
    Date of Patent: November 21, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventors: Herbert Gayer, Peter Gerdes, Ralf Tiemann, Stefan Dutzmann, Klaus Stenzel
  • Patent number: 6111144
    Abstract: A process for the preparation of a compound having the formula: ##STR1## in which a compound having the formula: ##STR2## is treated with a base and a silylating agent.
    Type: Grant
    Filed: August 20, 1998
    Date of Patent: August 29, 2000
    Assignee: Florida State University
    Inventors: Robert A. Holton, Phong Vu, Tawfik Gharbaoui, Vincent Reboul
  • Patent number: 5936100
    Abstract: The invention concerns an improved process for the preparation of macrocyclic products with 12 or more ring atoms containing one or more polar functional groups on the ring and/or one or more heteroatoms within the ring by ring closing metathesis (RCM) of suitably substituted diene precursors even if the substrates are devoid of any kind of conformational preorganization. Metal carbene complexes of Ru, Mo, W, Re, Os, which are tolerant towards the respective functional group and can either be isolated or prepared in situ are used as catalysts or catalyst precursors. Preferred catalysts or catalyst precursors are ruthenium complexes of the general type XX.sub.1 LL.sub.1 Ru.dbd.CRR.sub.1, wherein X, X.sub.1 =halogen, L, L.sub.1 =trialkylphosphine, R, R1=H, Ph, CH.dbd.CPh.sub.2 denote the most preferred embodiment. The process can be applied to the synthesis of olfactory compounds, perfumary ingredients, pheromones, crown ethers, antibiotics and pharmaceuticals for human and veterinary medicine.
    Type: Grant
    Filed: December 16, 1996
    Date of Patent: August 10, 1999
    Assignee: Studiengesellschaft Kohle MBH
    Inventors: Alois Furstner, Klaus Langemann, Nicole Kindler
  • Patent number: 5466827
    Abstract: Thioalkane .alpha.,.beta.-diketones have interesting organoleptic properties and are therefore suitable as aroma substances.
    Type: Grant
    Filed: September 28, 1993
    Date of Patent: November 14, 1995
    Assignee: Haarmann & Reimer GmbH
    Inventors: Heinz-Jurgen Bertram, Roland Emberger, Matthias Guntert, Peter Werkhoff
  • Patent number: 5395846
    Abstract: This invention relates to a class of novel amino bi- and tri-carbocyclic alkane compounds having bis-aryl substitution which exhibit squalene synthase inhibition properties. The bi- and tri-carbocyclic alkane ring contains an amino group and the ring is further linked or bridged to two mono- and/or bicyclic rings. Compounds of this invention reduce levels of serum cholesterol in the body without significantly reducing mevalonic metabolite synthesis. This invention relates also to pharmacological compositions and method of treatment for lowering serum cholesterol levels using the compounds of this invention.
    Type: Grant
    Filed: June 25, 1993
    Date of Patent: March 7, 1995
    Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.
    Inventors: Robert L. Morris, Kent W. Neuenschwander, Keith S. Learn, Anthony C. Scotese
  • Patent number: 5362916
    Abstract: Hydroxyaryl enol ether alkali metal salts having the formula: ##STR1## in which T is a fused, substituted or unsubstituted polycycloalkylidene group, OR.sup.3 is an ether group Y is a light-emitting fluorophore-forming group which will be part of a luminescent substance formed by decomposition of a 1,2-dioxetane subsequently formed from the hydroxyaryl enol ether alkali metal salt, capable of absorbing energy to form an excited state from which it emits optically detectable energy to return to its ground state, and AM.sup.30 is an alkali metal cation, processes for the preparation of these intermediate salts, and their use as starting materials for acylation, phosphorylation and glycosylation reactions to give intermediates reactable to give stable, water-soluble chemiluminescent 1,2-dioketames, particularly ones that are enzymatically cleavable, are disclosed.
    Type: Grant
    Filed: November 17, 1993
    Date of Patent: November 8, 1994
  • Patent number: 5183942
    Abstract: Macrocyclic enediynediols and enediynediones having a ten carbon ring and open chain enediyne dihydroperoxides having eight carbons between the hydroperoxide groups that cleave DNA are disclosed, as are methods of making and using the same.
    Type: Grant
    Filed: November 5, 1991
    Date of Patent: February 2, 1993
    Assignee: The Scripps Research Institute
    Inventors: Kyriacos C. Nicolaou, Erik Sorensen, Chan-Kou Hwang, Robert Discordia, Robert G. Bergman, Robert E. Minto
  • Patent number: 5151450
    Abstract: There are provided 4,5-Dihydroxy-2,6,6-trimethyl-2-cyclohepten-1-one, a method for preparing the same and an antiulcer agent containing the same as an effective ingredient.
    Type: Grant
    Filed: February 21, 1991
    Date of Patent: September 29, 1992
    Assignee: Tokyo Tanabe Company, Limited
    Inventors: Kiyokazu Murakami, Susumu Yokura
  • Patent number: 5118856
    Abstract: A process for the preparation of cyclohexanedione derivatives of the general formula I ##STR1## where R.sup.1 is C.sub.2 -C.sub.8 -alkyl, C.sub.2 -C.sub.8 -alkenyl, C.sub.3 -C.sub.12 -cycloalkyl, C.sub.5 -C.sub.12 -cycloalkyl with 0-4 olefinically unsaturated bonds, C.sub.2 -C.sub.8 -alkylthioalkyl, C.sub.6 -C.sub.12 -bicycloalkyl with 0-3 olefinically unsaturated bonds, unsubstituted or substituted aryl or hetaryl, or a heterocyclic radical of 4 to 7 atoms of which not more than 3 may be hetero-atoms chosen from O, S and N, the radical being saturated or olefinically unsaturated, by reacting an .alpha.,.beta.-unsaturated ketone (II) with a dialkyl malonate in the presence of a base to give the alkoxycarbonylcyclohexenolone or its salt (III) ##STR2## and acylation, hydrolysis and decarboxylation of (III), wherein the .alpha.,.beta.
    Type: Grant
    Filed: August 2, 1990
    Date of Patent: June 2, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Gernot Reissenweber, Winfried Richarz
  • Patent number: 5077275
    Abstract: Described are acylated bicycloalkadiene-compound-containing compositions of matter, mixtures of compounds containing predominantly compounds having the structures: ##STR1## with the compositions of matter containing from 50 up to 100% of the compound having the structure: prepared by reacting the compound having the structure: ##STR2## or a mixture containing, predominently, the compound having the structure: with acetic anhydride in the presence of a Lewis acid catalyst such as boron trifluoride etherate.Also described are perfumery uses of such compositions of matter for augmenting or enhancing the aroma of perfume compositions, colognes or perfumed articles such as solid or liquid anionic, cationic, nonionic or zwitterionic detergents, cosmetic powders, hair preparations and the like.
    Type: Grant
    Filed: May 17, 1991
    Date of Patent: December 31, 1991
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Richard M. Boden, Joseph A. McGhie
  • Patent number: 4950797
    Abstract: A process for the preparation of carbonyl compounds by catalyzed isomerization of allyl alcohols in a tertiary phosphine or phosphite ester in the presence of a rhodium compound at a temperature of from 80.degree. C. to 180.degree. C., a carrier gas being passed through the reaction mixture and the carbonyl compound being separated from the emergent gas mixture by cooling.
    Type: Grant
    Filed: June 1, 1988
    Date of Patent: August 21, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Rudolf Kummer, Werner Bertleff, Michael Roeper
  • Patent number: 4894483
    Abstract: Vinylglyoxal derivatives of the general formula I ##STR1## where R is straight-chain or branched alkyl or alkenyl, cycloalkyl or unsubstituted or substituted phenyl, are prepared by a process in which bicyclo[2.2.1]hept-5-enecarbaldehyde of the formula V ##STR2## is either (a) subjected to autocondensation with formation of a compound of the formula VII ##STR3## or (b) reacted with a compound of the general formula IIR-CH.dbd.O (II)where R has the above meanings, with formation of a mixture of the compounds of the general formulae VIII (a) and (b) ##STR4## where R is as defined above, in the presence of a catalyst, and the compound of the formula VII or the compounds of the formulae VIII (a) and (b) is or are oxidized to the corresponding dicarbonyl compounds, after which gas-phase pyrolysis is carried out at from 500.degree. to 700.degree. C. and under reduced pressure, in particular less than 10.sup.-1 mbar, and, if desired, the resulting compound of the general formula I is further purified.
    Type: Grant
    Filed: October 28, 1987
    Date of Patent: January 16, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Neumann, Hans-Dieter Martin, Roland Kramme, Ralf T. Weimann
  • Patent number: 4749681
    Abstract: Described are polyalkyl-substituted oxocycloheptane derivatives defined according to the structure: ##STR1## wherein X represents one of the moieties: ##STR2## wherein one of the dashed lines is a carbon-carbon double bond and the other of the dashed lines is a carbon-carbon single bond; or both dashed lines are carbon-carbon single bonds; wherein R.sub.1 and R.sub.2 represents hydrogen or lower alkyl with the proviso that when the dashed line at the 4-5 position is a double bond, R.sub.2 is hydrogen and when the dashed line at the 3-4 position is a double bond, R.sub.1 is hydrogen; wherein R.sub.4 represents C.sub.1 -C.sub.4 lower alkyl; and wherein Y represents chloro or bromo.
    Type: Grant
    Filed: May 22, 1986
    Date of Patent: June 7, 1988
    Assignee: International Flavors & Fragrances Inc.
    Inventors: William J. Evers, Howard H. Heinsohn, Jr.
  • Patent number: 4711895
    Abstract: A 4-hydroxy-2-cyclopentenone represented by the following formula (I) ##STR1## wherein X represents a hydrogen or halogen atom, A represents a hydrogen atom and B represents a hydroxyl group, or A and B are bonded to each other to represent a bond, R.sup.1 represents a substituted or unsubstituted alkyl, alkenyl or alkynyl group having 1 to 10 carbon atoms, R.sup.2 represents a substituted or unsubstituted alkyl, alkenyl or alkynyl group having 1 to 10 carbon atoms, and R.sup.3 represents a hydrogen atom or a protective group for a hydroxyl group, provided that R.sup.2 is not a 2-octenyl, 8-acetoxy-2-octenyl or 2,5-octadienyl group. The compounds of formula (I) in which A is hydrogen and B is hydroxyl group are prepared by subjecting a 5-unsubstituted cyclopentenone and an aldehyde to aldol condensation reaction. The compounds of formula (I) in which A and B form a bond is prepared by subjecting the compounds of the formula (I) in which A is hydrogen and B is hydroxyl group to dehydration.
    Type: Grant
    Filed: October 22, 1985
    Date of Patent: December 8, 1987
    Assignee: Teijin Limited
    Inventors: Atsuo Hazato, Satsohi Sugiura, Seizi Kurozumi, Ryoji Noyori
  • Patent number: 4701536
    Abstract: Disclosed are a compound of Formula I: ##STR1## wherein R.sub.1 represents a hydrogen atom or a protective group for a hydroxyl group; and Z represents a direct bond (2,3-cis-5R*, 8S*) or an oxygen atom which forms an oxirane ring having a configuration of (2R*, 3R*, 5R*, 8S*),and a process for preparing the same.By use of the above compound as an intermediate, there can be synthesized periplanone-B which is a sex pheromone of periplaneta.
    Type: Grant
    Filed: July 7, 1986
    Date of Patent: October 20, 1987
    Assignee: UBE Industries, Ltd.
    Inventors: Jiro Tsuji, Takashi Takahashi
  • Patent number: 4693845
    Abstract: Novel bornane-3-spiro-1'-cylopentane derivatives of the following formula (I) ##STR1## in which R.sub.1 and R.sub.2 are defined such that when R.sub.1 is a hydrogen atom, R.sub.2 is a hydroxyl group, or R.sub.1 and R.sub.2 are joined to form a ketone are obtained from camphor.The derivatives are synthesized in a simple process from an economical starting material, camphor. The derivatives have woody-note and can be widely used in perfumes, soaps, shampoos, hair rinses, cosmetics and the like.
    Type: Grant
    Filed: June 18, 1986
    Date of Patent: September 15, 1987
    Assignee: KAO Corporation
    Inventors: Yoshiaki Fujikura, Akira Yamamuro, Motoki Nakajima
  • Patent number: 4661640
    Abstract: Novel substituted 5-cycloalkyl-2,2-dimethyl-pentan-3-ones of the formula ##STR1## in which R is optionally substituted cycloalkyl,X is halogen andY is hydrogen or halogen,The new compounds are valuable intermediates for the synthesis of substances having plant growth-regulating and fungicidal properties.
    Type: Grant
    Filed: February 24, 1986
    Date of Patent: April 28, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Ziemann, Karl-Heinrich Mohrmann
  • Patent number: 4656192
    Abstract: New tropolone derivatives of the general formula: ##STR1## wherein R.sup.1 represents H or an alkyl group, R.sup.2 represents an alkyl, aryl, aralkyl or heterocyclic group and R.sup.3 represents an alkoxyl, aryl or heterocyclic group or a group of the formula: ##STR2## or R.sup.2 and R.sup.3 may form together a part of a heterocyclic group, their metal complex salts, processes for the preparation thereof and the use thereof as anti-tumor agents.
    Type: Grant
    Filed: June 14, 1984
    Date of Patent: April 7, 1987
    Assignee: Mect Corporation
    Inventor: Masatoshi Yamato
  • Patent number: 4639532
    Abstract: Disclosed is an improved process for synthesizing periplanone-B, the sex attractant and sex excitant pheromone of the American cockroach, Periplaneta americana.
    Type: Grant
    Filed: June 18, 1984
    Date of Patent: January 27, 1987
    Assignee: Yale University
    Inventor: Stuart L. Schreiber
  • Patent number: 4625066
    Abstract: Novel substituted acetylene-ketones of the formulaR.sup.2 --C.tbd.C--CO--R.sup.1 (I)in whichR.sup.1 represents optionally substituted cycloalkyl with 4 to 7 carbon atoms or the groupings ##STR1## or represents optionally substituted aryl, if R.sup.2 represents optionally substituted cycloalkenyl or optionally substituted cycloalkylalkyl;R.sup.2 represents alkyl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, optionally substituted cycloalkylalkyl, optionally substituted aryl or optionally substituted aralkyl;R.sup.3 represents halogen;R.sup.4 represents hydrogen or halogen;R.sup.5 represents alkyl with more than 1 carbon atom, alkenyl, alkinyl or the CHO group or a derivative thereof, or represents methyl, if R.sup.2 represents optionally substituted cycloalkenyl or optionally substituted cycloalkylalkyl;R.sup.6 represents cyano, optionally substituted aryl or the groupings --XR.sup.7 or --CONR.sup.8 R.sup.9 ;R.sup.
    Type: Grant
    Filed: November 29, 1984
    Date of Patent: November 25, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hans-Ludwig Elbe
  • Patent number: 4602115
    Abstract: Novel substitued 5-cycloalkyl-2,2-dimethyl-pentan-3-ones of the formula ##STR1## in which R is optionally substituted cycloalkyl,X is halogen andY is hydrogen or halogen.The new compounds are valuable intermediates for the synthesis of substances having plant growth-regulating and fungicidal properties.
    Type: Grant
    Filed: November 29, 1984
    Date of Patent: July 22, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Ziemann, Karl-Heinrich Mohrmann
  • Patent number: 4443632
    Abstract: Compounds of formula ##STR1## having a double bond in one of the positions indicated by the dotted lines and wherein R represents a hydrogen atom or a methyl radical are utilized as starting materials for the preparation of bicyclic unsaturated hydrocarbons of formula ##STR2## (R=H, CH.sub.3). Conversion of (II) to (I) occurs via thermal treatment in the presence of a metal catalyst.Disclosed is also a process for the preparation of (II).
    Type: Grant
    Filed: June 22, 1982
    Date of Patent: April 17, 1984
    Assignee: Firmenich SA
    Inventors: Karl H. Schulte-Elte, Bernard L. Muller, Eric Maillefer
  • Patent number: 4431827
    Abstract: Novel lactonic derivatives and their use as starting materials for preparing macrocyclic hydroxyketones useful as intermediates in the preparation of fragrant compounds.
    Type: Grant
    Filed: April 5, 1982
    Date of Patent: February 14, 1984
    Assignee: Firmenich S.A.
    Inventor: Charles Fehr
  • Patent number: 4410705
    Abstract: A process for preparing substituted or unsubstituted benzoxazoline compound by reacting ammonia, a cycloalkanone and oxygen in the presence of metal cations.
    Type: Grant
    Filed: August 31, 1981
    Date of Patent: October 18, 1983
    Assignee: Allied Corporation
    Inventors: Divakaran Masilamani, Edward H. Manahan
  • Patent number: 4393245
    Abstract: New 1-acyl- and 1-hydroxymethyl-cyclododecanes and -cyclododecenes. The new 1-acyl-cyclododecenes and -cyclododecanes are obtained by a Rupe or Meyer-Schuster rearrangement, with or without subsequent hydrogenation in the presence of Ni, Pd and Pt catalysts. The 1-acyl-cyclododecenes and -cyclododecanes are valuable scents of the basic type of the sought-after macrocyclic musk scents. Furthermore, they are used for the manufacture of numerous other new 1-substituted or 1-and 2-substituted cyclododecenes and cyclododecanes having good scent characteristics.
    Type: Grant
    Filed: December 2, 1981
    Date of Patent: July 12, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: Werner Hoffman, Karl von Fraunberg, Manfred Baumann
  • Patent number: 4385185
    Abstract: Compounds of the general formula I: ##STR1## wherein R.sub.1 and R.sub.2 are equal or different alkyl-, alkoxyalkyl-, or aryl groups, or together form a ring; R.sub.3 is an allyl or benzyl radical; and R.sub.4 and R.sub.5 represent hydrogen, alkyl, alkoxyalkyl, alkenyl or further compounds of the formula II: ##STR2## wherein R.sub.1, R.sub.2, R.sub.4 and R.sub.5 have the meaning indicated above and R.sub.6 stands for hydrogen or methyl or to compounds which are modified by the addition of hydrogen to at least one olefinic or carbonylic double bond of compounds of the general formula I or II. The invention also relates to a process for preparing the new compounds. The compounds of the general formula II are obtained by thermal treatment of a selection of compounds of formula I, for which R.sub.3 stands for the allyl or methallyl radical. The compounds according to the invention are used as fragrant and flavoring substances.
    Type: Grant
    Filed: March 20, 1981
    Date of Patent: May 24, 1983
    Assignee: Consortium fur Elektrochemische Industrie GmbH
    Inventors: Helmut Gebauer, Walter Hafner
  • Patent number: 4372881
    Abstract: Unsaturated alicyclic compounds of formula ##STR1## having a methyl radical bound to the carbon atom in position 5 or 6 of the ring, possess interesting perfuming and flavoring properties and consequently they can be used advantageously in the fragrance and flavor industry. They can develop various notes of green, flowery, fruity and fresh type.
    Type: Grant
    Filed: September 29, 1981
    Date of Patent: February 8, 1983
    Assignee: Firmenich SA
    Inventors: Gunther Ohloff, Wolfgang K. Giersch
  • Patent number: 4322357
    Abstract: The preparation of racemic 1R, 4R, 5R-5-(4', 8'-dimethyl-5'-hydroxy-7'-nonenyl)-5-methyl-8-oxabicyclo[3.2.1]-octane-1-a cetic acid is described. The cycloheptane compounds are active uteroevacuant agents.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: March 30, 1982
    Assignee: Ortho Pharmaceutical Corporation
    Inventor: Ramesh M. Kanojia
  • Patent number: 4307241
    Abstract: Expansion of a ring structure and extension of a noncyclic structure containing a ketosulfone grouping in the ring by reaction with a 2-X-alkyl-3-allyl-trialkylsilane intermediate in which X is a leaving group and conversion to an expanded ring.
    Type: Grant
    Filed: July 3, 1980
    Date of Patent: December 22, 1981
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Barry M. Trost, John E. Vincent
  • Patent number: 4302607
    Abstract: New unsaturated macrocyclic ketones are obtained via a process which consists in reacting a dialdehyde with a tetraalkyldiphosphonate ester. The new ketones are useful intermediates for the preparation of cyclopentadecanone and its higher methyl-homologue, known fragrant substances. New ketones possess also direct utility as musky odorants.
    Type: Grant
    Filed: September 19, 1979
    Date of Patent: November 24, 1981
    Assignee: Firmenich SA
    Inventors: George H. Buchi, Hans Wuest
  • Patent number: 4277625
    Abstract: New process for the preparation of muscone, a valuable macrocyclic musky perfume ingredient. The process makes use of an .alpha.,.omega.-dialdehyde as starting material.
    Type: Grant
    Filed: November 20, 1979
    Date of Patent: July 7, 1981
    Assignee: Firmenich SA
    Inventors: Karl-Heinrich Schulte-Elte, Arnold Hauser, Gunther Ohloff