Patents by Inventor Karl Reuter

Karl Reuter has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 11472770
    Abstract: The present invention relates to a process for the preparation of enantiomerically enriched 3-aminopiperidine, as in particular of its R-enantiomer (R)-3-aminopiperidine. The invention also relates to an enantiomerically enriched intermediate of said process and to specific acid-addition salts of 3-aminopiperidine (hereinafter also APIP) that are useful for obtaining a single enantiomer of APIP, and to crystalline (R)-3-aminopiperidine-dihydrochloride-monohydrateand crystalline (S)-3-aminopiperidine-dihydrochloride-monohydrate.
    Type: Grant
    Filed: September 23, 2019
    Date of Patent: October 18, 2022
    Inventors: Karl Reuter, Tobias Wedel, Viktor Meier, Mark Kantor, Vasyl Andrushko, Florian Stolz
  • Publication number: 20220243008
    Abstract: Crystalline solvate forms and amorphous forms of 6,6?-diphenyl-2,2?-bis(2-hydroxyethoxy)-1,1?-binaphthyl, where the organic solvent is selected from methanol, toluene, and methyl ethyl ketone, and an amorphous form of 6,6?-diphenyl-2,2?-bis(2-hydroxyethoxy)-1,1?-binaphthyl having a purity of at least 99.0% by weight, based on organic matter. Thermoplastic resins containing a structural unit derived from 6,6?-diphenyl-2,2?-bis(2-hydroxyethoxy)-1,1?-binaphthyl. Optical lenses containing the thermoplastic resins containing a structural unit derived from 6,6?-diphenyl-2,2?-bis(2-hydroxyethoxy)-1,1?-binaphthyl.
    Type: Application
    Filed: January 28, 2022
    Publication date: August 4, 2022
    Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Shinya IKEDA, Noriyuki KATO, Manabu HIRAKAWA, Karl REUTER, Vasyl ANDRUSHKO, Mark KANTOR, Florian STOLZ
  • Publication number: 20220145004
    Abstract: Provided is a thermoplastic resin including constituent units represented by general formula (1). (In formula (1), R1 and R2 each independently represent: a hydrogen atom; a fluorine atom; a chlorine atom; a bromine atom; an iodine atom; a C1-6 alkyl group; a monocyclic or polycyclic C6-36 aryl group; a monocyclic or polycyclic heteroaryl group having 5-36 ring atoms, 1, 2, 3, or 4 of the ring atoms being selected from nitrogen, sulfur, and oxygen, and the other ring atoms being carbon in the heteroaryl group; a C2-6 alkenyl group; a C1-6 alkoxy group; or a C7-17 aralkyl group. In formula (1), X, a, and bare each as described in the present specification.
    Type: Application
    Filed: February 27, 2020
    Publication date: May 12, 2022
    Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Shinya IKEDA, Noriyuki KATO, Manabu HIRAKAWA, Karl REUTER, Vasyl ANDRUSHKO, Mark KANTOR, Florian STOLZ
  • Publication number: 20210371367
    Abstract: The present invention relates to triarylmethane compounds of the formula (I), which suitable as monomers for preparing thermoplastic resins having beneficial optical properties and which can be used for producing optical devices. R1, R2 are e.g. hydrogen; Y is an alkylene group having 2, 3 or 4 carbon atoms, Ar is selected from mono- or polycyclic aryl and mono- or polycyclic hetaryl; X1, X2, X3, X4 are CH, C—Rx or N, provided that in each ring at most two of X1, X2, X3, X4 are N; Rx is e.g. halogen, CN or CH?CH2. The invention also relates to thermoplastic resins comprising a polymerized unit of the compound of formula (I).
    Type: Application
    Filed: February 1, 2019
    Publication date: December 2, 2021
    Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Karl Reuter, Vasyl Andrushko, Mark Kantor, Florian Stolz, Munenori Shiratake, Kentaro Ishihara, Koji Hirose, Shinya Ikeda, Noriyuki Kato, Mitsuteru Kondo, Shoko Suzuki, Kensuke Oshima
  • Publication number: 20210340317
    Abstract: The present invention relates to compounds of the formula (I), which are suitable as monomers for preparing thermoplastic resins having beneficial optical properties and which can be used for producing optical devices. In Formula (I), A1, A2 are selected from mono- or bicyclic aromatic radicals and mono- or bicyclic heteroaromatic radicals; X represents e.g. a single bond, O, NH, CR6R7; Y is e.g. absent or represents a single bond, O, NH, CR8R9; R1, R2 are hydrogen, a radical Ar? or a radical Ra; R3 is Alk, O-Alk?-, O-Alk?-[O-Alk?]o, O—CH2—Ar—C(O)—, O—C(O)—Ar—C(O)— or O-Alk-C(O)—, where in the last five moieties the left O is bound to A1 and A2, respectively; m, n are 0, 1 or 2; o is an integer from 1 to 10; R4, R5 are e.g. selected from CN and a radical Ra; R6, R8 are e.g. selected from hydrogen, a radical Ar? and a radical Ra; R7, R9 are e.g. selected from hydrogen, C1-C4-alkyl and a radical Ar?; Ra is selected from the group consisting of C?C—R11 and Ar—C?C—R11; R11 is e.g.
    Type: Application
    Filed: October 18, 2019
    Publication date: November 4, 2021
    Inventors: Karl REUTER, Vasyl ANDRUSHKO, Mark KANTOR, Florian STOLZ, Philipp KOSCHKER, Munenori SHIRATAKE, Kentaro ISHIHARA, Koji HIROSE, Shinya IKEDA, Noriyuki KATO, Mitsuteru KONDO, Shoko SUZUKI, Kensuke OSHIMA
  • Patent number: 11072573
    Abstract: The present invention relates to binaphthyl compounds of the formula (I), which are suitable as monomers for preparing polycarbonate resins having beneficial optical properties and which can be used for producing optical lenses: Formula (I) where X is C2-C4-alkandiyl or C1-C4-alkandiyl-C(O)—, where C(O) is bound to the oxygen atom of the hydroxyl group and where C2-C4-alkandiyl or C1-C4-alkandiyl, respectively, are unsubstituted or carry a phenyl ring; R and R? are identical or different and selected from mono or polycyclic aryl having from 6 to 36 carbon atoms and mono- or polycyclic hetaryl having a total of 5 to 36 atoms, which are ring members, where 1, 2, 3 or 4 of these atoms are selected from nitrogen, sulfur and oxygen, while the remainder of these atoms are carbon atoms, where mono- or polycyclic aryl and mono- or polycyclic hetaryl are unsubstituted or carry 1 or 2 radicals Ra, which are selected from the group consisting of CN, CH3, OCH3, O-phenyl, O-naphthyl, S-phenyl, S-naphthyl, CI or F; and, if
    Type: Grant
    Filed: August 29, 2018
    Date of Patent: July 27, 2021
    Assignee: Reuter Chemische Apparatebau E.K.
    Inventors: Karl Reuter, Vasyl Andrushko, Mark Kantor, Florian Stolz, Noriyuki Kato, Mitsuteru Kondo, Munenori Shiratake, Kentaro Ishihara, Shinya Ikeda, Shoko Suzuki, Koji Hirose, Kensuke Oshima, Shuya Nagayama
  • Publication number: 20210024461
    Abstract: The present invention is directed to processes for the preparation of esketamine. The present invention is further directed to processes for the resolution of S-ketamine from a racemic or enantiomerically enriched mixture of ketamine. The present invention is further directed to an (S)-CSA salt of S-ketamine, more particularly a monohydrate form of the (S)-CSA salt of S-ketamine; and to an (R)-CSA salt of R-ketamine.
    Type: Application
    Filed: October 8, 2020
    Publication date: January 28, 2021
    Inventors: Cheng Yi Chen, Oliver Floegel, Michael Justus, Adrian Maurer, Karl Reuter, Tobias Strittmatter, Tobias Wedel
  • Publication number: 20200354299
    Abstract: The present invention relates to binaphthyl compounds of the formula (I), which are suitable as monomers for preparing polycarbonate resins having beneficial optical properties and which can be used for producing optical lenses: Formula (I) where X is C2-C4-alkandiyl or C1-C4-alkandiyl-C(O)—, where C(O) is bound to the oxygen atom of the hydroxyl group and where C2-C4-alkandiyl or C1-C4-alkandiyl, respectively, are unsubstituted or carry a phenyl ring; R and R? are identical or different and selected from mono or polycyclic aryl having from 6 to 36 carbon atoms and mono- or polycyclic hetaryl having a total of 5 to 36 atoms, which are ring members, where 1, 2, 3 or 4 of these atoms are selected from nitrogen, sulfur and oxygen, while the remainder of these atoms are carbon atoms, where mono- or polycyclic aryl and mono- or polycyclic hetaryl are unsubstituted or carry 1 or 2 radicals Ra, which are selected from the group consisting of CN, CH3, OCH3, O-phenyl, O-naphthyl, S-phenyl, S-naphthyl, CI or F; and, if
    Type: Application
    Filed: August 29, 2018
    Publication date: November 12, 2020
    Inventors: Karl REUTER, Vasyl ANDRUSHKO, Mark KANTOR, Florian STOLZ, Noriyuki KATO, Mitsuteru KONDO, Munenori SHIRATAKE, Kentaro ISHIHARA, Shinya IKEDA, Shoko SUZUKI, Koji HIROSE, Kensuke OSHIMA, Shuya NAGAYAMA
  • Patent number: 10815196
    Abstract: The present invention is directed to processes for the preparation of esketamine. The present invention is further directed to processes for the resolution of S-ketamine from a racemic or enantiomerically enriched mixture of ketamine. The present invention is further directed to an (S)-CSA salt of S-ketamine, more particularly a monohydrate form of the (S)-CSA salt of S-ketamine; and to an (R)-CSA salt of R-ketamine.
    Type: Grant
    Filed: June 4, 2018
    Date of Patent: October 27, 2020
    Assignee: Janssen Pharmaceutica NV
    Inventors: Cheng Yi Chen, Oliver Floegel, Michael Justus, Adrian Maurer, Karl Reuter, Tobias Strittmatter, Tobias Wedel
  • Publication number: 20200087257
    Abstract: The present invention relates to a process for the preparation of enantiomerically enriched 3-aminopiperidine, as in particular of its R-enantiomer (R)-3-aminopiperidine. The invention also relates to an enantiomerically enriched intermediate of said process and to specific acid-addition salts of 3-aminopiperidine (hereinafter also APIP) that are useful for obtaining a single enantiomer of APIP, and to crystalline (R)-3-aminopiperidine-dihydrochloride-monohydrateand crystalline (S)-3-aminopiperidine-dihydrochloride-monohydrate.
    Type: Application
    Filed: September 23, 2019
    Publication date: March 19, 2020
    Applicant: REUTER CHEMISCHE APPARATEBAU KG
    Inventors: Karl Reuter, Tobias Wedel, Viktor Meier, Mark Kantor, Vasyl Andrushko, Florian Stolz
  • Patent number: 10464898
    Abstract: The present invention relates to a process for the preparation of enantiomerically enriched 3-aminopiperidine, and in particular of its R-enantiomer (R)-3-aminopiperidine. The invention also relates to an enantiomerically enriched intermediate of said process and to specific acid-addition salts of 3-aminopiperidine (hereinafter also APIP) that are useful for obtaining a single enantiomer of APIP, and to crystalline (R)-3-aminopiperidine-dihydrochloride-monohydrate and crystalline (S)-3-aminopiperidine-di-hydrochloride-monohydrate.
    Type: Grant
    Filed: February 19, 2014
    Date of Patent: November 5, 2019
    Assignee: Reuter Chemische Apparatebau KG
    Inventors: Karl Reuter, Tobias Wedel, Viktor Meier, Mark Kantor, Vasyl Andrushko, Florian Stolz
  • Publication number: 20180282266
    Abstract: The present invention is directed to processes for the preparation of esketamine. The present invention is further directed to processes for the resolution of S-ketamine from a racemic or enantiomerically enriched mixture of ketamine. The present invention is further directed to an (S)-CSA salt of S-ketamine, more particularly a monohydrate form of the (S)-CSA salt of S-ketamine; and to an (R)-CSA salt of R-ketamine.
    Type: Application
    Filed: June 4, 2018
    Publication date: October 4, 2018
    Applicant: Janssen Pharmaceutica NV
    Inventors: Cheng Yi Chen, Oliver Floegel, Michael Justus, Adrian Maurer, Karl Reuter, Tobias Strittmatter, Tobias Wedel
  • Publication number: 20160332962
    Abstract: The present invention is directed to processes for the preparation of esketamine. The present invention is further directed to processes for the resolution of S-ketamine from a racemic or enantiomerically enriched mixture of ketamine. The present invention is further directed to an (S)-CSA salt of S-ketamine, more particularly a monohydrate form of the (S)-CSA salt of S-ketamine, and to an (R)-CSA salt of R-ketamine.
    Type: Application
    Filed: May 12, 2016
    Publication date: November 17, 2016
    Applicant: Janssen Pharmaceutica NV
    Inventors: Cheng Yi Chen, Oliver Floegel, Michael Justus, Adrian Maurer, Karl Reuter, Tobias Strittmatter, Tobias Wedel
  • Publication number: 20160251311
    Abstract: The present invention relates to a process for the preparation of enantiomerically enriched 3-aminopiperidine, and in particular of its R-enantiomer (R)-3-aminopiperidine. The invention also relates to an enantiomerically enriched intermediate of said process and to specific acid-addition salts of 3-aminopiperidine (hereinafter also APIP) that are useful for obtaining a single enantiomer of APIP, and to crystalline (R)-3-aminopiperidine-dihydrochloride-monohydrate and crystalline (S)-3-aminopiperidine-di-hydrochloride-monohydrate.
    Type: Application
    Filed: February 19, 2014
    Publication date: September 1, 2016
    Applicant: REUTER CHEMISCHE APPARATEBAU KG
    Inventors: Karl Reuter, Tobias Wedel, Viktor Meier, Mark Kantor, Vasyl Andrushko, Florian Stolz
  • Publication number: 20160068486
    Abstract: The present invention relates to a process for preparing enantiomerically enriched 3-hydroxymethylpiperidine and in particular of the S-enantiomer of (S)-3-hydroxymethyl-piperidine in high chemical and optical purity. The invention also relates to extremely pure (S)-3-hydroxymethylpiperidine and (R)-3-hydroxymethylpiperidine.
    Type: Application
    Filed: April 22, 2014
    Publication date: March 10, 2016
    Applicant: REUTER CHEMISCHE APPARATEBAU KG
    Inventors: Karl Reuter, Tobias Wedel, Vasyl Andrushko, Christian Wiegand, Florian Stolz
  • Patent number: 9090582
    Abstract: Described is pentamycin in a purity exceeding 95%, certain polymorphs and solvates of pentamycin, processes for their manufacture, and a method for decreasing the rate of degradation of pentamycin.
    Type: Grant
    Filed: July 22, 2013
    Date of Patent: July 28, 2015
    Assignee: Biolotus Biotechnology AG
    Inventors: Karl Reuter, Victor Meier, Florian Stolz, Dieter Krimmer, Cees Winninps
  • Publication number: 20140094602
    Abstract: Described is pentamycin in a purity exceeding 95%, certain polymorphs and solvates of pentamycin, processes for their manufacture, and a method for decreasing the rate of degradation of pentamycin.
    Type: Application
    Filed: July 22, 2013
    Publication date: April 3, 2014
    Applicant: Biolotus Biotechnology AG
    Inventors: Karl REUTER, Victor Meier, Florian Stolz, Dieter Krimmer, Cees Winninps
  • Patent number: 8519162
    Abstract: Described is pentamycin in a purity exceeding 95%, certain polymorphs and solvates of pentamycin, processes for their manufacture, and a method for decreasing the rate of degradation of pentamycin.
    Type: Grant
    Filed: March 20, 2009
    Date of Patent: August 27, 2013
    Assignee: Biolotus Biotechnology AG
    Inventors: Karl Reuter, Viktor Meier, Florian Stolz, Dieter Krimmer, Cees Winninps
  • Patent number: 8450519
    Abstract: The invention relates to a process for preparing chiral octenoic acid derivatives, which constitute important intermediates in the preparation of medicament active ingredients, and also to novel intermediates which are used in the process for preparing the octenoic acid derivatives mentioned.
    Type: Grant
    Filed: March 16, 2012
    Date of Patent: May 28, 2013
    Assignee: Reuter Chemischer Apparatebau KG
    Inventors: Milan Soukup, Karl Reuter, Florian Stolz, Viktor Meier, Jofzsef Balint, Mark Kantor
  • Patent number: 8445708
    Abstract: The invention relates to a process for preparing chiral octenoic acid derivatives, which constitute important intermediates in the preparation of medicament active ingredients, and also to novel intermediates which are used in the process for preparing the octenoic acid derivatives mentioned.
    Type: Grant
    Filed: October 27, 2006
    Date of Patent: May 21, 2013
    Assignee: Reuter Chemischer Apparatebau KG
    Inventors: Milan Soukup, Karl Reuter, Florian Stolz, Viktor Meier, Jofzsef Balint, Mark Kantor