EA200701613A1 - Способ получения энантиомерно чистых 1-замещенных 3-аминоспиртов - Google Patents

Способ получения энантиомерно чистых 1-замещенных 3-аминоспиртов

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Publication number
EA200701613A1
EA200701613A1 EA200701613A EA200701613A EA200701613A1 EA 200701613 A1 EA200701613 A1 EA 200701613A1 EA 200701613 A EA200701613 A EA 200701613A EA 200701613 A EA200701613 A EA 200701613A EA 200701613 A1 EA200701613 A1 EA 200701613A1
Authority
EA
Eurasian Patent Office
Prior art keywords
optionally
saryl
calkyl
monosubstituted
sulfonates
Prior art date
Application number
EA200701613A
Other languages
English (en)
Inventor
Вальтер Бриден
Мартин Клаузен
Джон Макгаррити
Ханспетер Меттлер
Доминик Мишель
Original Assignee
Лонца Аг
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 Лонца Аг filed Critical Лонца Аг
Publication of EA200701613A1 publication Critical patent/EA200701613A1/ru

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/04Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
    • C07C215/06Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
    • C07C215/08Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic with only one hydroxy group and one amino group bound to the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/22Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof from sulfonic acids, by reactions not involving the formation of sulfo or halosulfonyl groups; from sulfonic halides by reactions not involving the formation of halosulfonyl groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/02Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/22Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
    • C07C215/28Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
    • C07C215/30Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings containing hydroxy groups and carbon atoms of six-membered aromatic rings bound to the same carbon atom of the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C221/00Preparation of compounds containing amino groups and doubly-bound oxygen atoms bound to the same carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C225/00Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
    • C07C225/02Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C225/14Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated
    • C07C225/16Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01Sulfonic acids
    • C07C309/02Sulfonic acids having sulfo groups bound to acyclic carbon atoms
    • C07C309/03Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C309/04Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing only one sulfo group
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01Sulfonic acids
    • C07C309/02Sulfonic acids having sulfo groups bound to acyclic carbon atoms
    • C07C309/03Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C309/07Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing oxygen atoms bound to the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01Sulfonic acids
    • C07C309/28Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/29Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of non-condensed six-membered aromatic rings
    • C07C309/30Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of non-condensed six-membered aromatic rings of six-membered aromatic rings substituted by alkyl groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07Optical isomers

Landscapes

  • 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)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)

Abstract

В заявке описан способ получения сульфонатов N-монозамещенных β-аминоспиртов формулы (Ia), (Ib)в которой Rобозначает С-Сарил или С-Сгетероарил, каждый из которых необязательно замещен одним или большим количеством атомов галогенов и/или одним или большим количеством С-Салкильных или С-Салкоксигрупп, Rобозначает С-Салкил или С-Сарил, каждый арил необязательно замещен одним или большим количеством атомов галогенов и/или одним или большим количеством С-С-алкил или С-С-алкоксигрупп, и в которой Rвыбран из группы, включающей С-Салкильные, С-Сциклоалкильные, С-Сарильные и С-Сарилалкильные остатки, включающий стадии: а) реакции метилкетона, первичного амина, формальдегида и сульфоновой кислоты при давлении, превышающем 1,5 бар, необязательно в органическом растворителе, указанный органический растворитель необязательно содержит воду, с получением N-монозамещенных β-аминокетонсульфонатов формулы (II)в которой R, Rи Rявляются такими, как определено выше, и b) асимметрическое гидрирование указанных сульфонатов в присутствии основания и катализатора, включающего переходный металл и дифосфиновый лиганд, в полярном растворителе, необязательно в присутствии воды.
EA200701613A 2005-02-21 2006-02-14 Способ получения энантиомерно чистых 1-замещенных 3-аминоспиртов EA200701613A1 (ru)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP05003657 2005-02-21
PCT/EP2006/001334 WO2006087166A1 (en) 2005-02-21 2006-02-14 Process for the preparation of enantiomerically pure 1-substituted-3-aminoalcohols

Publications (1)

Publication Number Publication Date
EA200701613A1 true EA200701613A1 (ru) 2008-02-28

Family

ID=34933850

Family Applications (1)

Application Number Title Priority Date Filing Date
EA200701613A EA200701613A1 (ru) 2005-02-21 2006-02-14 Способ получения энантиомерно чистых 1-замещенных 3-аминоспиртов

Country Status (13)

Country Link
US (2) US8258338B2 (ru)
EP (1) EP1868983A1 (ru)
JP (1) JP2008530161A (ru)
KR (1) KR20070104942A (ru)
CN (1) CN101124196B (ru)
AU (1) AU2006215811A1 (ru)
BR (1) BRPI0606851A2 (ru)
CA (1) CA2596909A1 (ru)
EA (1) EA200701613A1 (ru)
HK (1) HK1115578A1 (ru)
IL (1) IL185076A (ru)
NO (1) NO20074098L (ru)
WO (1) WO2006087166A1 (ru)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5154129B2 (ja) 2007-03-30 2013-02-27 ユニ・チャーム株式会社 複合シート及び複合シートを用いた吸収性物品
PL2426116T3 (pl) 2010-08-30 2013-11-29 Saltigo Gmbh Sposób wytwarzania (S)-3-N-metyloamino-1-(2-tienylo)-1-propanolu

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB993584A (ru) * 1962-01-24
US4948813A (en) * 1987-11-30 1990-08-14 E. I. Du Pont De Nemours And Company Benzylketone phospholipase A2 inhibitors
FI912280A (fi) * 1990-05-17 1991-11-18 Lilly Co Eli Kiral syntes av 1-aryl-3-aminopropan-1 -oler.
JPH0570412A (ja) * 1991-09-13 1993-03-23 Fuji Yakuhin Kogyo Kk 光学活性なβ−アミノアルコールの製造方法
PT1539673E (pt) * 2002-07-09 2007-11-14 Lonza Ag Processo para preparação de beta-aminoálcoois nmonossubstituídos
WO2004005307A1 (en) * 2002-07-09 2004-01-15 Lonza Ag Process for the preparation of optically active 3-n-methylamino-1-(2-thienyl)-1-propanol
JP4483165B2 (ja) * 2002-10-01 2010-06-16 山川薬品工業株式会社 光学活性な3−(メチルアミノ)−1−(2−チエニル)プロパン−1−オールの製造方法および製造の中間体
DK1720852T3 (da) * 2004-02-19 2012-10-22 Lonza Ag Fremgangsmåde til fremstilling af enantiomerrene 1-substituerede 3-aminoalkoholer

Also Published As

Publication number Publication date
CN101124196A (zh) 2008-02-13
US20090156833A1 (en) 2009-06-18
IL185076A (en) 2012-04-30
NO20074098L (no) 2007-11-19
US8258338B2 (en) 2012-09-04
US20120316350A1 (en) 2012-12-13
KR20070104942A (ko) 2007-10-29
IL185076A0 (en) 2007-12-03
CN101124196B (zh) 2011-05-11
AU2006215811A1 (en) 2006-08-24
JP2008530161A (ja) 2008-08-07
BRPI0606851A2 (pt) 2009-07-21
CA2596909A1 (en) 2006-08-24
HK1115578A1 (en) 2008-12-05
EP1868983A1 (en) 2007-12-26
WO2006087166A1 (en) 2006-08-24
US8501967B2 (en) 2013-08-06

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