WO2009051216A1 - 光学活性ピロリル－コハク酸イミド誘導体の立体選択的な製造方法 - Google Patents

光学活性ピロリル－コハク酸イミド誘導体の立体選択的な製造方法 Download PDF

Info

Publication number
WO2009051216A1
WO2009051216A1 PCT/JP2008/068834 JP2008068834W WO2009051216A1 WO 2009051216 A1 WO2009051216 A1 WO 2009051216A1 JP 2008068834 W JP2008068834 W JP 2008068834W WO 2009051216 A1 WO2009051216 A1 WO 2009051216A1
Authority
WO
WIPO (PCT)
Prior art keywords
pyrrolyl
succinic acid
optically active
acid imide
imide derivative
Prior art date
Application number
PCT/JP2008/068834
Other languages
English (en)
French (fr)
Inventor
Masahiko Seki
Yasushi Kawase
Original Assignee
Mitsubishi Tanabe Pharma Corporation
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 Mitsubishi Tanabe Pharma Corporation filed Critical Mitsubishi Tanabe Pharma Corporation
Publication of WO2009051216A1 publication Critical patent/WO2009051216A1/ja

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic 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
    • C07D207/30—Heterocyclic 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 two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—Heterocyclic 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 two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/325—Heterocyclic 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 two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • C07D207/327—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B53/00—Asymmetric syntheses
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyrrole Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

　キラルビルディングブロックとして種々の医薬品化合物等の合成の中間体として、特に糖尿病合併症の治療剤として期待されるラニレスタット及びその類縁体の合成中間体として有用な、光学活性ピロリル－コハク酸イミド誘導体を、立体選択的かつ高収率に調製しうる新規製造方法、及び該方法において有用な新規化合物を提供する。 　式Ｉ： で表されるピロリル－コハク酸イミド誘導体又はその光学活性体の製造方法であって、 　式ＩＩ： 　式Ｉ及びＩＩ中において、Ｒ1及びＲ2は、明細書に定義のとおりである で表されるピロリル－コハク酸誘導体又はその光学活性体を加水分解することを特徴とする方法。
PCT/JP2008/068834 2007-10-17 2008-10-17 光学活性ピロリル－コハク酸イミド誘導体の立体選択的な製造方法 WO2009051216A1 (ja)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007270024A JP2011026201A (ja) 2007-10-17 2007-10-17 光学活性ピロリル−コハク酸イミド誘導体の立体選択的な製造方法
JP2007-270024 2007-10-17

Publications (1)

Publication Number Publication Date
WO2009051216A1 true WO2009051216A1 (ja) 2009-04-23

Family

ID=40567477

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/068834 WO2009051216A1 (ja) 2007-10-17 2008-10-17 光学活性ピロリル－コハク酸イミド誘導体の立体選択的な製造方法

Country Status (2)

Country Link
JP (1) JP2011026201A (ja)
WO (1) WO2009051216A1 (ja)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20120234287A1 (en) * 2011-03-16 2012-09-20 Afton Chemical Corporation Lubricant compositions containing a functionalized dispersant for improved soot or sludge handling capabilities

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05186472A (ja) * 1991-06-26 1993-07-27 Dainippon Pharmaceut Co Ltd テトラヒドロピロロ〔１，２−ａ〕ピラジン−４−スピロ−３′−ピロリジン誘導体及びそれを有効成分とする糖尿病性合併症治療薬
JPH06192222A (ja) * 1992-12-25 1994-07-12 Dainippon Pharmaceut Co Ltd コハク酸イミド誘導体
WO2007010885A1 (ja) * 2005-07-19 2007-01-25 Daiichi Sankyo Company, Limited 置換プロパンアミド誘導体及びそれを含む医薬組成物
US20070083049A1 (en) * 2004-06-03 2007-04-12 Brandeis University Asymmetric carbon-carbon-bond-forming reactions catalyzed by bifunctional cinchona alkaloids
WO2008004416A1 (fr) * 2006-07-07 2008-01-10 Dainippon Sumitomo Pharma Co., Ltd. 3-amino-2,5-dioxopyrrolidine-3-carboxylate optiquement actif, procédé de production du composé, et utilisation du composé
WO2008026678A1 (fr) * 2006-08-31 2008-03-06 Dainippon Sumitomo Pharma Co., Ltd. Derive de diester d'acide succinique, procede de production associe et utilisation de ce derive dans la production d'une preparation pharmaceutique
WO2008038646A1 (fr) * 2006-09-29 2008-04-03 Dainippon Sumitomo Pharma Co., Ltd. PROCÉdÉ de PRODUCTION de 2,5-DIOXOPYRROLIDINE-3-CARBOXYLATE

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05186472A (ja) * 1991-06-26 1993-07-27 Dainippon Pharmaceut Co Ltd テトラヒドロピロロ〔１，２−ａ〕ピラジン−４−スピロ−３′−ピロリジン誘導体及びそれを有効成分とする糖尿病性合併症治療薬
JPH06192222A (ja) * 1992-12-25 1994-07-12 Dainippon Pharmaceut Co Ltd コハク酸イミド誘導体
US20070083049A1 (en) * 2004-06-03 2007-04-12 Brandeis University Asymmetric carbon-carbon-bond-forming reactions catalyzed by bifunctional cinchona alkaloids
WO2007010885A1 (ja) * 2005-07-19 2007-01-25 Daiichi Sankyo Company, Limited 置換プロパンアミド誘導体及びそれを含む医薬組成物
WO2008004416A1 (fr) * 2006-07-07 2008-01-10 Dainippon Sumitomo Pharma Co., Ltd. 3-amino-2,5-dioxopyrrolidine-3-carboxylate optiquement actif, procédé de production du composé, et utilisation du composé
WO2008004415A1 (fr) * 2006-07-07 2008-01-10 Dainippon Sumitomo Pharma Co., Ltd. 3-hydrazino-2,5-dioxopyrrolidine-3-carboxylate, son procédé de production et son utilisation
WO2008026678A1 (fr) * 2006-08-31 2008-03-06 Dainippon Sumitomo Pharma Co., Ltd. Derive de diester d'acide succinique, procede de production associe et utilisation de ce derive dans la production d'une preparation pharmaceutique
WO2008038646A1 (fr) * 2006-09-29 2008-04-03 Dainippon Sumitomo Pharma Co., Ltd. PROCÉdÉ de PRODUCTION de 2,5-DIOXOPYRROLIDINE-3-CARBOXYLATE

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
NEGORO, T.: "Novel, Highly Potent Aldose Reductase Inhibitors:(R)-(-)-2-(4-Bromo-2- fluorobenzyl)-1,2,3,4-tetrahydropyrrolo [1,2-a]pyrazine-4-spiro-3'-pyrrolidine-1,2', 3,5'-tetrone(AS-3201) and Its Congeners", JOURNAL OF MEDICINAL CHEMISTRY, vol. 41, no. 21, 1998, pages 4118 - 4129 *
NUDELMAN, A.: "Semisynthetic cephalosporins. Synthesis and structure - activity relationships of 7-(1-pyrryl)- and 7-(1-indolyl) acetamidocephalosporin derivatives", JOURNAL OF MEDICINAL CHEMISTRY, vol. 21, no. 9, 1978, pages 962 - 964 *
VALAHOVIC, M.T.: "Discrimination of Enantiofaces and Stereoselective Electrophilic Addition Reactions for ?2-Pyrrole Complexes", ORGANOMETALLICS, vol. 21, no. 22, 2002, pages 4581 - 4589 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20120234287A1 (en) * 2011-03-16 2012-09-20 Afton Chemical Corporation Lubricant compositions containing a functionalized dispersant for improved soot or sludge handling capabilities
US8334243B2 (en) * 2011-03-16 2012-12-18 Afton Chemical Corporation Lubricant compositions containing a functionalized dispersant for improved soot or sludge handling capabilities

Also Published As

Publication number Publication date
JP2011026201A (ja) 2011-02-10

Similar Documents

Publication Publication Date Title
WO2007011065A3 (en) Intermediate compound for synthesizing pharmaceutical agent and production method thereof
NO20060544L (no) Enzymatiske prosesser for produksjon av 4-substituerte 3-hydroksysmorsyrederivater og naerliggende cyano, hydroksy substituerte karboksylsyre estere
WO2008108998A3 (en) Method to increase the yield and improve purification of products from transaminase reactions
WO2008089984A3 (en) Process for the preparation of ezetimibe and derivatives thereof
EP2103601A4 (en) PROCESS FOR THE PREPARATION OF PHENYL ALANINE DERIVATIVES WITH CHINAZOLINDION CRUISES, AND INTERMEDIATE PRODUCTS FOR THE MANUFACTURE
WO2007072529A3 (en) Process for the synthesis of intermediates for the preparation of astaxanthin
TW200716582A (en) Process for making a pharmaceutical compound
WO2008080891A3 (en) Process for the synthesis of derivatives of 3-amino-tetrahydrofuran-3-carboxylic acid and use thereof as medicaments
ATE422200T1 (de) Verfahren zur herstellung substituierter nikotinsäureester
ATE480530T1 (de) Herstellungsverfahren für optisch aktive verbindungen
WO2009051216A1 (ja) 光学活性ピロリル－コハク酸イミド誘導体の立体選択的な製造方法
DK2152667T3 (da) Fremgangsmåder til fremstilling af N-isobutyl-n-(2-hydroxy-3-amin-4-phenylbutyl)-p-nitrobenzenesulfonylamid-derivater
WO2007010412A3 (en) Syntheses and preparations of narwedine and related novel compounds
WO2005063731A3 (en) Production of dihydronepetalactone by reduction of nepetalic acid
ATE489355T1 (de) Mandelsäurederivate und deren herstellung
WO2008111563A1 (ja) 鉄サラン錯体触媒を用いた光学活性スルホキシド化合物の製造法
US20140323689A1 (en) Process for the preparation of a viral protease inhibitor and intermediates thereof
WO2008156095A1 (ja) 光学活性トランス－２－アミノシクロヘキサノールの製造方法およびその中間体
ATE538102T1 (de) Verfahren zur herstellung eines chinazolinderivats
EP1650187A4 (en) OPTSCH AKTIVES 2-ALLYLCARBONSÄUREDERIVATIV AND METHOD FOR THE PRODUCTION THEREOF
WO2005107374A3 (en) A process for the preparation of 1,4-dihydropyridine-3,5-dicarboxylic acid derivative
WO2008006394A8 (en) Process for the preparation of optically active (4e)-5- halo-2-alkylpent-4-enoic acids and their ester derivatives
WO2010004269A3 (en) Stereospecific synthesis of iduronic acid derivatives, deoxynojirimycin and deoxyidonojirimycin
KR100846674B1 (ko) 효소적 방법에 의한 광학활성 트랜스 알코올 화합물 및 그의 에스테르 화합물 제조방법
KR20070105681A (ko) 효소적 방법에 의한 광학활성 2-할로-2-(엔-치환된페닐)아세트산 에스테르와 2-할로-2-(엔-치환된페닐)아세트산의 제조 방법

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 08840304

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 08840304

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: JP