EA033435B1 - Применение смесей e/z-изомеров для количественного получения определенных продуктов сочетанием асимметрической гидрогенизации и изомеризации - Google Patents

Применение смесей e/z-изомеров для количественного получения определенных продуктов сочетанием асимметрической гидрогенизации и изомеризации

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Publication number
EA033435B1
EA033435B1 EA201500662A EA201500662A EA033435B1 EA 033435 B1 EA033435 B1 EA 033435B1 EA 201500662 A EA201500662 A EA 201500662A EA 201500662 A EA201500662 A EA 201500662A EA 033435 B1 EA033435 B1 EA 033435B1
Authority
EA
Eurasian Patent Office
Prior art keywords
iii
isomers
isomerization
mixtures
asymmetric hydrogenation
Prior art date
Application number
EA201500662A
Other languages
English (en)
Other versions
EA201500662A1 (ru
Inventor
Werner Bonrath
Thomas Netscher
Jonathan Alan Medlock
Rene Tobias Stemmler
Gerardus Karel Maria Verzijl
Vries Andreas Hendrikus Maria De
Original Assignee
Dsm Ip Assets Bv
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Publication date
Application filed by Dsm Ip Assets Bv filed Critical Dsm Ip Assets Bv
Publication of EA201500662A1 publication Critical patent/EA201500662A1/ru
Publication of EA033435B1 publication Critical patent/EA033435B1/ru

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/20—Preparation of ethers by reactions not forming ether-oxygen bonds by hydrogenation of carbon-to-carbon double or triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/60—Preparation of compounds having groups or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pyrane Compounds (AREA)
  • Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)

Abstract

Изобретение касается способа получения соединений, содержащих стереогенные центры, из смеси E/Z-изомеров ненасыщенных соединений, содержащих прохиральные двойные связи, путем гидрогенизации соответствующего изомера молекулярным водородом в присутствии хирального комплекса иридия формулы (III), выбираемой из формул (III-C), (III-D) и (III-F), где группы и символы в указанных формулах имеют значения, которые определены в настоящем описании. Продукты гидрогенизации обладают заданной конфигурацией по стереогенным центрам. Способ включает стадию асимметрической гидрогенизации и стадию изомеризации. Способ дает большие преимущества тем, что в нем из смеси стереоизомеров исходного соединения эффективно образуется требуемый хиральный продукт.
EA201500662A 2012-12-18 2013-12-18 Применение смесей e/z-изомеров для количественного получения определенных продуктов сочетанием асимметрической гидрогенизации и изомеризации EA033435B1 (ru)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP12197857 2012-12-18
PCT/EP2013/077246 WO2014096107A1 (en) 2012-12-18 2013-12-18 Using mixtures of e/z isomers to obtain quantitatively specific products by combining asymmetric hydrogenation and isomerization

Publications (2)

Publication Number Publication Date
EA201500662A1 EA201500662A1 (ru) 2015-12-30
EA033435B1 true EA033435B1 (ru) 2019-10-31

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Family Applications (1)

Application Number Title Priority Date Filing Date
EA201500662A EA033435B1 (ru) 2012-12-18 2013-12-18 Применение смесей e/z-изомеров для количественного получения определенных продуктов сочетанием асимметрической гидрогенизации и изомеризации

Country Status (8)

Country Link
US (1) US9573872B2 (ru)
EP (1) EP2935189B1 (ru)
JP (1) JP6406676B2 (ru)
CN (1) CN104884420A (ru)
BR (1) BR112015014204B1 (ru)
EA (1) EA033435B1 (ru)
ES (1) ES2739229T3 (ru)
WO (1) WO2014096107A1 (ru)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6476496B2 (ja) * 2012-12-18 2019-03-06 ディーエスエム アイピー アセッツ ビー．ブイ．Ｄｓｍ Ｉｐ Ａｓｓｅｔｓ Ｂ．Ｖ． ケタールおよびアセタールの不斉水素化の方法
BR112015014423B1 (pt) * 2012-12-18 2020-12-01 Dsm Ip Assets B.V (6r,10r)-6,10,14-trimetilpentadecan-2-ona preparada a partir de 6,10,14-trimetilpentadeca- 5,9,13-trien-2-ona ou 6,10,14-trimetilpentadeca-5,9-dien-2-ona
CN104854069B (zh) * 2012-12-18 2017-06-20 帝斯曼知识产权资产管理有限公司 由6,10‑二甲基十一碳‑5‑烯‑2‑酮或6,10‑二甲基十一碳‑5,9‑二烯‑2‑酮制备的(6r,10r)‑6,10,14‑三甲基十五烷‑2‑酮
BR112015014197B1 (pt) * 2012-12-18 2021-05-18 Dsm Ip Assets B.V. processo de fabricação de um composto, cetal, acetal,composição e uso
WO2019158611A1 (en) * 2018-02-13 2019-08-22 Basf Se Method for the isomerization of a 3-(z)-unsaturated carboxylic acid to the 3-(e)-isomer

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FR2302996A1 (fr) * 1974-09-02 1976-10-01 Kuraray Co Procede pour preparer des isomeres stereospecifiques de l'acide farnesylacetique, de ses esters et de leurs derives
EP1179531A1 (en) * 2000-08-11 2002-02-13 Aventis Animal Nutrition S.A. Intermediates for use in the preparation of vitamin E
WO2006066863A1 (en) * 2004-12-22 2006-06-29 Dsm Ip Assets B.V. Asymmetric hydrogenation of alkennes using chiral iridium complexes

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GB1479272A (en) 1974-12-23 1977-07-13 Kuraray Co Process for preparing a stereospecific farnesol
JPS6036479A (ja) * 1983-08-08 1985-02-25 Kotobuki Seiyaku Kk １，３−ジオキサン誘導体、本化合物を有効成分とする抗潰瘍剤及びその製造方法
JP2771866B2 (ja) * 1989-11-01 1998-07-02 エーザイ株式会社 不飽和テルペン類の製造方法
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CN101565366B (zh) * 2008-04-25 2013-04-17 浙江九洲药业股份有限公司 铱络合物在不饱和羧酸不对称催化氢化中的应用
WO2010006954A1 (en) * 2008-07-15 2010-01-21 Dsm Ip Assets B.V. Novel n-substituted beta-amino acid esters
JP5711209B2 (ja) * 2010-03-04 2015-04-30 高砂香料工業株式会社 均一系不斉水素化触媒
BR112015014423B1 (pt) * 2012-12-18 2020-12-01 Dsm Ip Assets B.V (6r,10r)-6,10,14-trimetilpentadecan-2-ona preparada a partir de 6,10,14-trimetilpentadeca- 5,9,13-trien-2-ona ou 6,10,14-trimetilpentadeca-5,9-dien-2-ona
CN104854069B (zh) * 2012-12-18 2017-06-20 帝斯曼知识产权资产管理有限公司 由6,10‑二甲基十一碳‑5‑烯‑2‑酮或6,10‑二甲基十一碳‑5,9‑二烯‑2‑酮制备的(6r,10r)‑6,10,14‑三甲基十五烷‑2‑酮
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EP1179531A1 (en) * 2000-08-11 2002-02-13 Aventis Animal Nutrition S.A. Intermediates for use in the preparation of vitamin E
WO2006066863A1 (en) * 2004-12-22 2006-06-29 Dsm Ip Assets B.V. Asymmetric hydrogenation of alkennes using chiral iridium complexes

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Also Published As

Publication number Publication date
US9573872B2 (en) 2017-02-21
US20160185702A1 (en) 2016-06-30
ES2739229T3 (es) 2020-01-29
JP2016505568A (ja) 2016-02-25
WO2014096107A1 (en) 2014-06-26
BR112015014204B1 (pt) 2021-03-30
CN104884420A (zh) 2015-09-02
EP2935189A1 (en) 2015-10-28
JP6406676B2 (ja) 2018-10-17
EP2935189B1 (en) 2019-06-12
EA201500662A1 (ru) 2015-12-30
BR112015014204A2 (pt) 2017-07-11

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Designated state(s): AM AZ BY KZ KG TJ TM RU