KR101848763B1 - 케토에스테르의 수소화를 위한 프로세스 - Google Patents

케토에스테르의 수소화를 위한 프로세스 Download PDF

Info

Publication number
KR101848763B1
KR101848763B1 KR1020127029535A KR20127029535A KR101848763B1 KR 101848763 B1 KR101848763 B1 KR 101848763B1 KR 1020127029535 A KR1020127029535 A KR 1020127029535A KR 20127029535 A KR20127029535 A KR 20127029535A KR 101848763 B1 KR101848763 B1 KR 101848763B1
Authority
KR
South Korea
Prior art keywords
solvent
hydroxybutyrate
halo
catalyst
binap
Prior art date
Legal status (The legal status 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 status listed.)
Active
Application number
KR1020127029535A
Other languages
English (en)
Korean (ko)
Other versions
KR20130079394A (ko
Inventor
마르쿠스 비커
미구엘 엔젤 카라우칸 다빌라
골로 헤크만
라레 자파르푸어
한스 구엔테르 네덴
크리스토페 말란
줄리엔 피에론
다리오 베기니
토마스 워드
안토니오 자노티-제로사
Original Assignee
론차리미티드
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 론차리미티드 filed Critical 론차리미티드
Publication of KR20130079394A publication Critical patent/KR20130079394A/ko
Application granted granted Critical
Publication of KR101848763B1 publication Critical patent/KR101848763B1/ko
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/30Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/31Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of functional groups containing oxygen only in singly bound form
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/30Preparation of optical isomers
    • C07C227/32Preparation of optical isomers by stereospecific synthesis
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/22Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated the carbon skeleton being further substituted by oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/67Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
    • C07C69/675Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids of saturated hydroxy-carboxylic acids
    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
KR1020127029535A 2010-05-11 2011-05-10 케토에스테르의 수소화를 위한 프로세스 Active KR101848763B1 (ko)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US33346210P 2010-05-11 2010-05-11
US61/333,462 2010-05-11
EP10004966A EP2386536A1 (en) 2010-05-11 2010-05-11 A process for the hydrogenation of ketoesters
EP10004966.7 2010-05-11
PCT/EP2011/002323 WO2011141160A1 (en) 2010-05-11 2011-05-10 A process for the hydrogenation of ketoesters

Publications (2)

Publication Number Publication Date
KR20130079394A KR20130079394A (ko) 2013-07-10
KR101848763B1 true KR101848763B1 (ko) 2018-05-28

Family

ID=42246339

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020127029535A Active KR101848763B1 (ko) 2010-05-11 2011-05-10 케토에스테르의 수소화를 위한 프로세스

Country Status (8)

Country Link
US (1) US8431741B2 (enExample)
EP (2) EP2386536A1 (enExample)
JP (1) JP6018046B2 (enExample)
KR (1) KR101848763B1 (enExample)
CN (1) CN102844293B (enExample)
ES (1) ES2567408T3 (enExample)
TW (1) TWI519505B (enExample)
WO (1) WO2011141160A1 (enExample)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102633664B (zh) * 2012-03-30 2014-05-28 广西新晶科技有限公司 一种左旋肉碱的制备方法
CN102633705A (zh) * 2012-03-31 2012-08-15 石家庄利康医药科技有限公司 一种制备奥拉西坦的方法
CN103709058B (zh) * 2013-12-10 2015-09-02 苏州汉酶生物技术有限公司 一种左旋肉碱的合成方法
CN105218371A (zh) * 2015-09-24 2016-01-06 上海交通大学 光学纯的3-羟基-4-(2,4,5-三氟苯基)丁酸乙酯的制备方法
CN109851506B (zh) * 2019-01-30 2020-09-15 凯特立斯(深圳)科技有限公司 钌-双膦催化剂催化的简单酮的不对称还原胺化制备手性伯胺

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002529528A (ja) * 1998-11-16 2002-09-10 シグマ−タウ・インドゥストリエ・ファルマチェウチケ・リウニテ・ソシエタ・ペル・アチオニ L−カルニチンの製造のための工業的方法
JP2006206570A (ja) * 2004-12-27 2006-08-10 Nippon Synthetic Chem Ind Co Ltd:The 光学活性β−ヒドロキシアミノ酸誘導体の製造方法
JP2007502710A (ja) * 2003-05-21 2007-02-15 フェニックス・ケミカルズ・リミテッド 触媒組成物および不斉水素化のための方法
WO2010064045A2 (en) * 2008-12-03 2010-06-10 Johnson Matthey Public Limited Company Process for preparing cationic ruthenium complexes

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0699367B2 (ja) 1987-06-11 1994-12-07 高砂香料工業株式会社 光学活性アルコ−ルの製法
JPH0678277B2 (ja) 1988-02-19 1994-10-05 高砂香料工業株式会社 光学活性アルコールおよびその誘導体の製造方法
JPH0757758B2 (ja) * 1988-10-24 1995-06-21 高砂香料工業株式会社 ルテニウム―ホスフィン錯体
GB8911732D0 (en) 1989-05-22 1989-07-05 Ethyl Petroleum Additives Ltd Lubricant compositions
NL1014280C2 (nl) * 2000-02-03 2001-08-06 Dsm Nv Werkwijze voor de bereiding van melamine uit ureum.
JP4601779B2 (ja) * 2000-07-25 2010-12-22 高砂香料工業株式会社 光学活性アルコールの製造方法
GB0211716D0 (en) * 2002-05-22 2002-07-03 Phoenix Chemicals Ltd Process
EP1528053A1 (en) 2003-10-31 2005-05-04 Lonza Ag Process for the preparation of (S)- or (R)-4-halo-3-hydroxybutyrates
US6939981B1 (en) * 2004-06-25 2005-09-06 Eastman Chemical Company Ruthenium complexes of phosphine-aminophosphine ligands
CN101117304B (zh) * 2006-08-03 2011-12-21 中国科学院化学研究所 一种进行不对称催化氢化反应的方法

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002529528A (ja) * 1998-11-16 2002-09-10 シグマ−タウ・インドゥストリエ・ファルマチェウチケ・リウニテ・ソシエタ・ペル・アチオニ L−カルニチンの製造のための工業的方法
JP2007502710A (ja) * 2003-05-21 2007-02-15 フェニックス・ケミカルズ・リミテッド 触媒組成物および不斉水素化のための方法
JP2006206570A (ja) * 2004-12-27 2006-08-10 Nippon Synthetic Chem Ind Co Ltd:The 光学活性β−ヒドロキシアミノ酸誘導体の製造方法
WO2010064045A2 (en) * 2008-12-03 2010-06-10 Johnson Matthey Public Limited Company Process for preparing cationic ruthenium complexes

Also Published As

Publication number Publication date
JP6018046B2 (ja) 2016-11-02
HK1179943A1 (zh) 2013-10-11
US8431741B2 (en) 2013-04-30
EP2569275B1 (en) 2016-01-27
EP2386536A1 (en) 2011-11-16
EP2569275A1 (en) 2013-03-20
WO2011141160A1 (en) 2011-11-17
ES2567408T3 (es) 2016-04-22
CN102844293A (zh) 2012-12-26
KR20130079394A (ko) 2013-07-10
TW201213280A (en) 2012-04-01
CN102844293B (zh) 2016-01-27
JP2013526493A (ja) 2013-06-24
US20120016153A1 (en) 2012-01-19
TWI519505B (zh) 2016-02-01

Similar Documents

Publication Publication Date Title
EP0295109B1 (en) Process for preparing optically active alcohol
JP5479320B2 (ja) 光学活性カルボニル化合物の調製方法
EP1451133B1 (en) P-chiral phospholanes and phosphocyclic compounds and their use in asymmetric catalytic reactions
KR101848763B1 (ko) 케토에스테르의 수소화를 위한 프로세스
KR100384411B1 (ko) 키랄리간드인헤테로방향족디포스핀
KR101185603B1 (ko) 광학적으로 순수한 아미노산을 얻는 방법
EP1436304A1 (fr) Diphosphines et leur utilisation en synthese asymetrique
EP2264000B1 (en) Method for producing optically active aminoalcohol compound using ruthenium compound
JP3771615B2 (ja) 光学活性ベンズヒドロール化合物の製造方法
HK1179943B (en) A process for the hydrogenation of ketoesters
US20090227805A1 (en) Axially Asymmetric Phosphorus Compound and Production Method Thereof
JPH1095792A (ja) ルテニウム−ホスフィン錯体の製造方法
CN101175715B (zh) 制备二苯基丙氨酸衍生物的不对称氢化反应
JP3437623B2 (ja) ルテニウム−ヨード−光学活性ホスフィン錯体の製法、およびこの錯体を用いた光学活性4−メチル−2−オキセタノンの製法
JP4308155B2 (ja) δ−イミノマロン酸誘導体の製造方法、及びそのための触媒
JP7650639B2 (ja) 光学活性なヒドロキシエステル類またはヒドロキシアミド類の製造方法
JP5330706B2 (ja) 光学活性3−キヌクリジノールの製造方法
EP2402328B1 (en) Method for producing optically active fluorinated oxetane
MX2007007820A (es) Procedimiento para la hidrogenacion asimetrica catalizada por metales de transicion de derivados de acido acrilico, y un sistema de catalizador novedoso para la catalisis asimetrica de metales de transicion.
JPH11302226A (ja) 光学活性アルコ−ルの製造方法
JP3310084B2 (ja) 光学活性4−メチル−2−オキセタノンの製法
US20060161022A1 (en) Chiral ligands for application in asymmetric syntheses
KR20170069731A (ko) 아미노벤즈알데히드 유도체 및 이를 포함하는 아미노산 키랄 추출제
EP2364987A1 (en) Axially asymmetric phosphorus compound and production method thereof
FR2734823A1 (fr) Nouveaux complexes metalliques optiquement actifs et leur utilisation en catalyse asymetrique

Legal Events

Date Code Title Description
PA0105 International application

Patent event date: 20121109

Patent event code: PA01051R01D

Comment text: International Patent Application

PG1501 Laying open of application
A201 Request for examination
AMND Amendment
PA0201 Request for examination

Patent event code: PA02012R01D

Patent event date: 20160504

Comment text: Request for Examination of Application

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

Comment text: Notification of reason for refusal

Patent event date: 20170829

Patent event code: PE09021S01D

AMND Amendment
E601 Decision to refuse application
PE0601 Decision on rejection of patent

Patent event date: 20171215

Comment text: Decision to Refuse Application

Patent event code: PE06012S01D

Patent event date: 20170829

Comment text: Notification of reason for refusal

Patent event code: PE06011S01I

AMND Amendment
PX0901 Re-examination

Patent event code: PX09011S01I

Patent event date: 20171215

Comment text: Decision to Refuse Application

Patent event code: PX09012R01I

Patent event date: 20171024

Comment text: Amendment to Specification, etc.

Patent event code: PX09012R01I

Patent event date: 20160504

Comment text: Amendment to Specification, etc.

PX0701 Decision of registration after re-examination

Patent event date: 20180312

Comment text: Decision to Grant Registration

Patent event code: PX07013S01D

Patent event date: 20180209

Comment text: Amendment to Specification, etc.

Patent event code: PX07012R01I

Patent event date: 20171215

Comment text: Decision to Refuse Application

Patent event code: PX07011S01I

Patent event date: 20171024

Comment text: Amendment to Specification, etc.

Patent event code: PX07012R01I

Patent event date: 20160504

Comment text: Amendment to Specification, etc.

Patent event code: PX07012R01I

X701 Decision to grant (after re-examination)
GRNT Written decision to grant
PR0701 Registration of establishment

Comment text: Registration of Establishment

Patent event date: 20180409

Patent event code: PR07011E01D

PR1002 Payment of registration fee

Payment date: 20180409

End annual number: 3

Start annual number: 1

PG1601 Publication of registration
PR1001 Payment of annual fee

Payment date: 20210310

Start annual number: 4

End annual number: 4

PR1001 Payment of annual fee

Payment date: 20230329

Start annual number: 6

End annual number: 6