TWI258466B - Process for the preparation of amino-pyrrolidine derivatives - Google Patents

Process for the preparation of amino-pyrrolidine derivatives Download PDF

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Publication number
TWI258466B
TWI258466B TW092120682A TW92120682A TWI258466B TW I258466 B TWI258466 B TW I258466B TW 092120682 A TW092120682 A TW 092120682A TW 92120682 A TW92120682 A TW 92120682A TW I258466 B TWI258466 B TW I258466B
Authority
TW
Taiwan
Prior art keywords
amino
pyrrolidine derivatives
preparation
derivatives
formula
Prior art date
Application number
TW092120682A
Other languages
English (en)
Other versions
TW200403222A (en
Inventor
Marc Muller
Milan Soukup
Original Assignee
Basilea Pharmaceutica Ag
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 Basilea Pharmaceutica Ag filed Critical Basilea Pharmaceutica Ag
Publication of TW200403222A publication Critical patent/TW200403222A/zh
Application granted granted Critical
Publication of TWI258466B publication Critical patent/TWI258466B/zh

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/14Nitrogen atoms not forming part of a nitro radical
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyrrole Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Cephalosporin Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Description

I258466
如申請專利範圍第1或2項之方法,其中使用zi為芊氧基 羰基之式II之起始化合物。 如申睛專利範圍第1或2項之方法,其中式Π之起始化合 物係與羥基胺鹽酸鹽反應。 如申請專利範圍第1或2項之方法,其中式IV之中間體係 與二·第三丁基碳酸氫鹽反應。 如申請專利範圍第1或2項之方法,其中式V之中間體之 第二3-氨基之去保護係藉催化脫氫用鈀/炭完成。 如申請專利範圍第1或2項之方法,其中反應在1至5 0巴之 壓力下實施。 如申請專利範圍第1或2項之方法,其中式I之3-氨基-吡咯 喊進一步加工至式A之乙烯基吡咯烷酮-頭孢菌素衍生物
Y表示C Η或氮; R1表示氫或氨基保護基;及 *表示對掌性之中心。 1〇·如申請專利範圍第1項之方法,用於製造式A-ι之 (6R,7R)-7-[(Z)-2-(5-氨基-[1,2,4]嘧二唑-3-基)-2-羥基亞 胺基-乙醯基氨基]-8-氧基_3-[(E)-(R)-2-氧基-[1,3,]二吡 86674-950807.doc 1258466 . 咯啶基-3-基二烯甲基]-5-噻-1-氮雜-雙環[4.2.0]辛-2-稀 -2-羧酸
86674-950807.doc -4-
TW092120682A 2002-08-01 2003-07-29 Process for the preparation of amino-pyrrolidine derivatives TWI258466B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP02016944 2002-08-01

Publications (2)

Publication Number Publication Date
TW200403222A TW200403222A (en) 2004-03-01
TWI258466B true TWI258466B (en) 2006-07-21

Family

ID=31197783

Family Applications (1)

Application Number Title Priority Date Filing Date
TW092120682A TWI258466B (en) 2002-08-01 2003-07-29 Process for the preparation of amino-pyrrolidine derivatives

Country Status (19)

Country Link
US (2) US6872836B2 (zh)
EP (1) EP1546096B1 (zh)
JP (1) JP4368304B2 (zh)
KR (1) KR100919145B1 (zh)
CN (1) CN1297539C (zh)
AT (1) ATE338747T1 (zh)
AU (1) AU2003258536C1 (zh)
BR (1) BR0313355B1 (zh)
CA (1) CA2491133C (zh)
CY (1) CY1105781T1 (zh)
DE (1) DE60308204T2 (zh)
DK (1) DK1546096T3 (zh)
ES (1) ES2271652T3 (zh)
HK (1) HK1080472A1 (zh)
MX (1) MXPA05001150A (zh)
PT (1) PT1546096E (zh)
TW (1) TWI258466B (zh)
WO (1) WO2004013097A1 (zh)
ZA (1) ZA200500290B (zh)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006022045A (ja) * 2004-07-08 2006-01-26 Kaneka Corp 光学活性1−t−ブトキシカルボニル−3−アミノピロリジン塩の単離精製方法
EP1818411A1 (en) * 2006-02-13 2007-08-15 Lonza AG Process for the preparation of optically active chiral amines
EP1897956A1 (en) * 2006-09-06 2008-03-12 Lonza AG Process for preparation of optically active amines by optical resolution of racemic amines employing a bacterial omega-transaminase
CN101955457A (zh) * 2010-09-21 2011-01-26 海门慧聚药业有限公司 光学活性3-氨基吡咯烷、3-氨基哌啶烷及其衍生物的一种通用制备方法
CN103373953A (zh) * 2012-04-26 2013-10-30 上海阳帆医药科技有限公司 3-氨基哌啶及其光学异构体的制备方法
CN103570601B (zh) * 2012-07-20 2016-03-30 重庆博腾制药科技股份有限公司 一种光学活性药物中间体的制备方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4916141A (en) * 1989-03-28 1990-04-10 Warner-Lambert Company (S)-7-(3-amino-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid
DE3910920A1 (de) * 1989-04-05 1990-10-11 Bayer Ag Enantiomerenreine 7-(3-amino-1-pyrrolidinyl)-chinolon- und -naphthyridoncarbonsaeuren
JPH04346971A (ja) * 1991-05-21 1992-12-02 Fujisawa Pharmaceut Co Ltd ピロリジン化合物またはその塩の製造法
EP1138672A1 (en) * 1998-01-12 2001-10-04 Basilea Pharmaceutica AG Process for the preparation of 3-amino-pyrrolidine derivatives

Also Published As

Publication number Publication date
ATE338747T1 (de) 2006-09-15
PT1546096E (pt) 2006-12-29
MXPA05001150A (es) 2005-05-16
US6872836B2 (en) 2005-03-29
AU2003258536C1 (en) 2009-12-17
CN1671658A (zh) 2005-09-21
AU2003258536B2 (en) 2009-06-25
US7064199B2 (en) 2006-06-20
DE60308204D1 (de) 2006-10-19
TW200403222A (en) 2004-03-01
KR20050023444A (ko) 2005-03-09
DK1546096T3 (da) 2006-11-20
CA2491133A1 (en) 2004-02-12
CN1297539C (zh) 2007-01-31
BR0313355B1 (pt) 2014-04-22
EP1546096B1 (en) 2006-09-06
US20040034236A1 (en) 2004-02-19
EP1546096A1 (en) 2005-06-29
BR0313355A (pt) 2005-07-12
JP2006506337A (ja) 2006-02-23
US20040127703A1 (en) 2004-07-01
AU2003258536A1 (en) 2004-02-23
JP4368304B2 (ja) 2009-11-18
HK1080472A1 (en) 2006-04-28
ZA200500290B (en) 2005-11-14
KR100919145B1 (ko) 2009-09-28
CA2491133C (en) 2009-09-01
CY1105781T1 (el) 2011-02-02
DE60308204T2 (de) 2007-08-23
WO2004013097A1 (en) 2004-02-12
ES2271652T3 (es) 2007-04-16

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MM4A Annulment or lapse of patent due to non-payment of fees