CA1010055A - PREPARATION OF OPTICALLY ACTIVE ESTERS OF .alpha.-AMINO ACIDS - Google Patents

PREPARATION OF OPTICALLY ACTIVE ESTERS OF .alpha.-AMINO ACIDS

Info

Publication number
CA1010055A
CA1010055A CA164,460A CA164460A CA1010055A CA 1010055 A CA1010055 A CA 1010055A CA 164460 A CA164460 A CA 164460A CA 1010055 A CA1010055 A CA 1010055A
Authority
CA
Canada
Prior art keywords
alpha
preparation
amino acids
optically active
active esters
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.)
Expired
Application number
CA164,460A
Other languages
English (en)
Inventor
Joseph Elks
John C. Clark
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Glaxo Laboratories Ltd
Original Assignee
Glaxo Laboratories Ltd
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 Glaxo Laboratories Ltd filed Critical Glaxo Laboratories Ltd
Application granted granted Critical
Publication of CA1010055A publication Critical patent/CA1010055A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B53/00—Asymmetric syntheses
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B57/00—Separation of optically-active compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/30—Preparation of optical isomers
    • C07C227/32—Preparation of optical isomers by stereospecific synthesis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/30—Preparation of optical isomers
    • C07C227/34—Preparation of optical isomers by separation of optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Pyrrole Compounds (AREA)
  • Indole Compounds (AREA)
CA164,460A 1972-02-25 1973-02-23 PREPARATION OF OPTICALLY ACTIVE ESTERS OF .alpha.-AMINO ACIDS Expired CA1010055A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB890272A GB1423822A (en) 1972-02-25 1972-02-25 Processes for the production of optically active esters of a-amino acids
GB5943172 1972-12-22

Publications (1)

Publication Number Publication Date
CA1010055A true CA1010055A (en) 1977-05-10

Family

ID=26242495

Family Applications (1)

Application Number Title Priority Date Filing Date
CA164,460A Expired CA1010055A (en) 1972-02-25 1973-02-23 PREPARATION OF OPTICALLY ACTIVE ESTERS OF .alpha.-AMINO ACIDS

Country Status (13)

Country Link
US (1) US3976680A (instruction)
JP (1) JPS5640709B2 (instruction)
AT (1) AT343630B (instruction)
BE (1) BE795874A (instruction)
CA (1) CA1010055A (instruction)
CH (1) CH595301A5 (instruction)
DE (1) DE2309180A1 (instruction)
FR (1) FR2173232B1 (instruction)
GB (1) GB1423822A (instruction)
IE (1) IE37316B1 (instruction)
IT (1) IT994722B (instruction)
NL (1) NL7302544A (instruction)
SE (1) SE419080B (instruction)

Families Citing this family (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2384747A1 (fr) * 1975-10-06 1978-10-20 Fujisawa Pharmaceutical Co Imines et procede pour leur preparation
US4179521A (en) * 1976-09-28 1979-12-18 Pfizer Inc. L- and DL-Phenylglycines to treat diseases or conditions attributable to reduced carbohydrate metabolism
US4186210A (en) * 1976-09-28 1980-01-29 Pfizer Inc. Method of treatment with glycinamides
GB1547206A (en) * 1976-09-28 1979-06-06 Pfizer Ltd Pharmaceutical compositions
US4179520A (en) * 1976-09-28 1979-12-18 Pfizer Inc. L- and DL-Phenylglycines to treat a disease or condition attributable to reduced blood flow
US4185116A (en) * 1976-09-28 1980-01-22 Pfizer Inc. L- and DL- Phenylglycines to treat diseases or conditions attributable to reduced carbohydrate metabolism
US4217284A (en) * 1976-10-05 1980-08-12 Kowa Company Ltd. Process for preparation of optically pure lactones from monoesters of cis-cyclopentenediol
GB1561314A (en) * 1976-10-05 1980-02-20 Kowa Co Monoesters of cis - cyclopentenedio process for preparation thereof and process for preparation of lactones from the monoesters
NL187110C (nl) * 1976-11-10 1991-06-03 Stamicarbon Werkwijze voor het scheiden van een mengsel van een optisch aktief fenylglycine-amide en een optisch aktief fenylglycine.
US4072698A (en) * 1976-12-02 1978-02-07 The Upjohn Company Resolution of aminonitriles
JPS581105B2 (ja) * 1977-03-24 1983-01-10 日本化薬株式会社 光学活性アミノ酸−マンデル酸複合体及びその製造法
JPS5945669B2 (ja) * 1977-06-30 1984-11-07 住友化学工業株式会社 光学活性リジンエステルのラセミ化法
DE2862056D1 (en) * 1977-08-30 1982-11-11 Riedel De Haen Ag Process for preparing optically active unsubstituted or substituted 2-amino-2-phenyl-acetic acids
DE2749203C2 (de) * 1977-11-03 1981-12-17 Riedel-De Haen Ag, 3016 Seelze Verfahren zur Racematspaltung von DL-alpha-Aminocarbonsäuren und diastereomere Salze
JPS54109912A (en) * 1978-02-14 1979-08-29 Ajinomoto Co Inc Racemization of optically active amino acid ester
FR2430413A1 (fr) * 1978-07-07 1980-02-01 Anvar Procede de preparation d'alpha-aminoacides optiquement actifs, et leurs derives
US4401820A (en) * 1981-01-23 1983-08-30 Tanabe Seiyaku Co., Ltd. Process for racemizing optically active α-amino acids or a salt thereof
JPS5810544A (ja) * 1981-07-09 1983-01-21 Tanabe Seiyaku Co Ltd 光学活性ｐ−ヒドロキシフエニルグリシン塩の製法
DE3209232A1 (de) * 1982-03-13 1983-09-22 Degussa Ag, 6000 Frankfurt Verfahren zur racemisierung von optisch aktivem s-(carboxymethyl)-cystein
US4542234A (en) * 1983-10-06 1985-09-17 Usv Pharmaceutical Corp. Process for the separation of (S,S) diastereoisomers
NL8501093A (nl) * 1985-04-12 1986-11-03 Stamicarbon Werkwijze voor het racemiseren van een optisch aktief n- benzylideenaminozuuramide.
DE3844992B4 (de) * 1987-03-04 2006-06-14 Novartis Ag Hydrogentartrat eines Phenylcarbamats
JPH07116115B2 (ja) * 1987-07-24 1995-12-13 田辺製薬株式会社 光学活性アスパラギン酸β−メチルエステル塩の製法
JPH01149775A (ja) * 1987-12-07 1989-06-12 Kawaken Fine Chem Co Ltd 光学活性２−メチルピペラジンの製造方法
US5420151A (en) * 1989-12-22 1995-05-30 Aktiebolaget Astra Chroman derivatives
NL9000386A (nl) * 1990-02-16 1991-09-16 Stamicarbon Werkwijze voor de bereiding van optisch aktief aminozuuramide.
US5631031A (en) * 1994-06-13 1997-05-20 Meade; Thomas L. Water-insoluble amino acid salt
DE4443892A1 (de) * 1994-12-09 1996-06-13 Bayer Ag 4-(Chinolin-2-yl-methoxy)-phenyl-essigsäurederivate
SE9601600D0 (sv) * 1996-04-26 1996-04-26 Astra Ab Improved process
FR2760452B1 (fr) * 1997-03-05 1999-05-28 Sanofi Sa Procede d'obtention d'enantiomeres d'acides alpha-amines et sels diastereoisomeriques intermediaires
DE19955283A1 (de) * 1999-11-17 2001-05-23 Aventis Res & Tech Gmbh & Co Verfahren zur enantioselektiven Gewinnung von Aminosäuren und Aminosäurederivaten unter Verwendung von Racemisierungskatalysatoren
US6812363B2 (en) * 2002-10-15 2004-11-02 Usv Limited Racemization of optically active 2-substituted phenyl glycine esters
BR0316117A (pt) * 2002-11-12 2005-09-27 Pfizer Prod Inc Processo para conversão de uma mistura cis-trans de benzilidenoaminas substituìdas no isÈmero cis puro
WO2005103005A1 (ja) * 2004-04-26 2005-11-03 Astellas Pharma Inc. β－ピリジルアラニンの光学活性体の選択的製造方法
WO2006003671A1 (en) * 2004-07-02 2006-01-12 Srinivasa Reddy Battula A process for resolution of methylamino(2-chlorophenyl)acetate
WO2013148554A1 (en) * 2012-03-30 2013-10-03 Merck Sharp & Dohme Corp. Process for preparing fluoroleucine alkyl esters
CN110467539B (zh) * 2019-08-30 2023-01-06 浙江普洛家园药业有限公司 一种2，6-二甲基酪氨酸酯的拆分方法及其应用

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1389217A (en) * 1971-06-02 1975-04-03 Glaxo Lab Ltd Phenylglycine derivatives

Also Published As

Publication number Publication date
NL7302544A (instruction) 1973-08-28
FR2173232B1 (instruction) 1977-12-30
CH595301A5 (instruction) 1978-02-15
US3976680A (en) 1976-08-24
SE419080B (sv) 1981-07-13
BE795874A (fr) 1973-08-23
IT994722B (it) 1975-10-20
JPS4897801A (instruction) 1973-12-13
AU5255473A (en) 1974-08-29
IE37316B1 (en) 1977-06-22
DE2309180A1 (de) 1973-08-30
FR2173232A1 (instruction) 1973-10-05
IE37316L (en) 1973-08-25
JPS5640709B2 (instruction) 1981-09-22
AT343630B (de) 1978-06-12
ATA162373A (de) 1977-10-15
GB1423822A (en) 1976-02-04

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