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WO2014174505A3 - A process for the preparation of nicotine comprising the enzymatic reduction of 4- (methylamino) -1- (pyridin-3- yl) butan-1-one - Google Patents

A process for the preparation of nicotine comprising the enzymatic reduction of 4- (methylamino) -1- (pyridin-3- yl) butan-1-one Download PDF

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Publication number
WO2014174505A3
WO2014174505A3 PCT/IL2014/000019 IL2014000019W WO2014174505A3 WO 2014174505 A3 WO2014174505 A3 WO 2014174505A3 IL 2014000019 W IL2014000019 W IL 2014000019W WO 2014174505 A3 WO2014174505 A3 WO 2014174505A3
Authority
WO
WIPO (PCT)
Prior art keywords
butan
nicotine
methylamino
pyridin
preparation
Prior art date
Application number
PCT/IL2014/000019
Other languages
French (fr)
Other versions
WO2014174505A2 (en
Inventor
Roger Arthur Sheldon
Menno Jort Sorgedrager
Sander VAN PELT
Alexander Weisman
Oded Friedman
Original Assignee
Perrigo Api Ltd.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Perrigo Api Ltd. filed Critical Perrigo Api Ltd.
Publication of WO2014174505A2 publication Critical patent/WO2014174505A2/en
Publication of WO2014174505A3 publication Critical patent/WO2014174505A3/en

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    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/16—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing two or more hetero rings
    • C12P17/165—Heterorings having nitrogen atoms as the only ring heteroatoms

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The present invention is directed to the preparation of nicotine comprising the enzymatic reduction of 4- (methylamino) -1- (pyridin-3-yl ) butan-1-one.
PCT/IL2014/000019 2013-04-22 2014-04-06 A process for the preparation of nicotine comprising the enzymatic reduction of 4- (methylamino) -1- (pyridin-3- yl) butan-1-one WO2014174505A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IL225900A IL225900A0 (en) 2013-04-22 2013-04-22 A process for the preparation of nicotine comprising the enzymatic reduction of 4-(methylamino)-1-(pyridin-3-yl)butan-1-one
IL225900 2013-04-22

Publications (2)

Publication Number Publication Date
WO2014174505A2 WO2014174505A2 (en) 2014-10-30
WO2014174505A3 true WO2014174505A3 (en) 2015-03-05

Family

ID=50436355

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IL2014/000019 WO2014174505A2 (en) 2013-04-22 2014-04-06 A process for the preparation of nicotine comprising the enzymatic reduction of 4- (methylamino) -1- (pyridin-3- yl) butan-1-one

Country Status (2)

Country Link
IL (1) IL225900A0 (en)
WO (1) WO2014174505A2 (en)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MX2021003534A (en) * 2018-09-26 2021-06-08 Kalamazoo Holdings Inc Enzymatic process for production of modified hop products.
CN113286876A (en) * 2018-10-26 2021-08-20 T·巴尔 Compositions and methods for biodegrading alcohol
PT3653617T (en) 2018-11-16 2020-12-11 Zanoprima Lifesciences Ltd Process for the preparation of (s)-nicotin from myosmine
US10913962B2 (en) 2018-11-16 2021-02-09 Zanoprima Lifesciences Limited Process of making (S)-nicotine
CN113373188B (en) * 2020-03-10 2024-02-20 重庆博腾制药科技股份有限公司 Synthesis method of (S) -nicotine
CN113527187B (en) * 2020-04-22 2023-12-26 凯特立斯（深圳）科技有限公司 Asymmetric preparation method of nicotine
CN112409327A (en) * 2020-11-18 2021-02-26 山东金城医药化工有限公司 Preparation method of high-optical-purity nicotine
CN115073251B (en) * 2021-03-15 2023-06-27 凯特立斯（深圳）科技有限公司 Asymmetric catalytic synthesis method of nicotine
CN114702474B (en) * 2021-04-21 2023-03-28 黄冈中有生物科技有限公司 Preparation method of levo-nicotine
CN115404249B (en) * 2021-05-29 2024-07-05 重庆博腾制药科技股份有限公司 Preparation method and application of (S) -nicotine intermediate
CN118930518A (en) 2021-05-29 2024-11-12 重庆博腾制药科技股份有限公司 A method for preparing (S)-nicotine by reduction
CN115491364A (en) 2021-06-20 2022-12-20 陈泽聪 Imine reductase mutant, imine reductase and glucose dehydrogenase co-expression enzyme and application thereof
WO2023007710A1 (en) * 2021-07-30 2023-02-02 日本たばこ産業株式会社 Method for producing (r,s)-nicotine
WO2023007712A1 (en) * 2021-07-30 2023-02-02 日本たばこ産業株式会社 (r,s)-nicotine production method
CN115851635B (en) * 2021-08-10 2025-06-17 深圳瑞德林生物技术有限公司 A method for preparing S-nicotine
CN114276204B (en) * 2021-12-24 2024-02-27 大庆雾泰化工科技有限公司 Preparation method of (S) - (-) -nicotine
CN116024284A (en) * 2022-11-09 2023-04-28 修实生物医药(南通)有限公司 Method for catalyzing and synthesizing high-purity s-nicotine by using imine reductase and mutant thereof
CN115627282B (en) * 2022-12-16 2023-04-11 山东金城医药化工有限公司 Synthesis of (S) -nicotine and intermediates thereof
CN115820762B (en) 2023-02-20 2023-05-16 山东金城医药化工有限公司 Process for the synthesis of (S) -nicotine and intermediates thereof

Citations (5)

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WO2009146365A1 (en) * 2008-05-29 2009-12-03 Bristol-Myers Squibb Company Hydroxy substituted thieno pyrimidinones as melanin concentrating hormone receptor-1 antagonists
US7727750B2 (en) * 2007-04-04 2010-06-01 Hoffman-La Roche Inc. Biocatalytic asymmetric reduction in preparation of (S)-N-[5-(1,2-dihydroxy-ethyl)-pyrazinyl]-2,2-dimethyl-propionamide
US7879585B2 (en) * 2006-10-02 2011-02-01 Codexis, Inc. Ketoreductase enzymes and uses thereof
US20110262977A1 (en) * 2008-09-01 2011-10-27 Daicel Chemical Industries, Ltd. Process for production of optically active amine derivative
US8415127B2 (en) * 2007-02-08 2013-04-09 Codexis, Inc. Ketoreductases and uses thereof

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7879585B2 (en) * 2006-10-02 2011-02-01 Codexis, Inc. Ketoreductase enzymes and uses thereof
US8415127B2 (en) * 2007-02-08 2013-04-09 Codexis, Inc. Ketoreductases and uses thereof
US7727750B2 (en) * 2007-04-04 2010-06-01 Hoffman-La Roche Inc. Biocatalytic asymmetric reduction in preparation of (S)-N-[5-(1,2-dihydroxy-ethyl)-pyrazinyl]-2,2-dimethyl-propionamide
WO2009146365A1 (en) * 2008-05-29 2009-12-03 Bristol-Myers Squibb Company Hydroxy substituted thieno pyrimidinones as melanin concentrating hormone receptor-1 antagonists
US20110262977A1 (en) * 2008-09-01 2011-10-27 Daicel Chemical Industries, Ltd. Process for production of optically active amine derivative

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
LI, H ET AL.: "A dynamic combinatorial screen for novel imine reductase activity", TETRAHEDRON, vol. 60, 2004, pages 753 - 758 *
MITSUKURA, K ET AL.: "Asymmetric synthesis of chiral cyclic amine from cyclic imine by bacterial whole- cell catalyst of enantioselective imine reductase.", ORGANIC & BIOMOLECULAR CHEMISTRY, vol. 8, 2010, pages 4533 - 4535 *
VAIJAYANTHI, T ET AL.: "Asymmetric reduction of aryl imines using Candida parapsilosis ATCC 7330.", TETRAHEDRON ASYMMETRY., vol. 19, 2010, pages 93 - 96 *

Also Published As

Publication number Publication date
IL225900A0 (en) 2014-03-31
WO2014174505A2 (en) 2014-10-30

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