JPS5572151A - Threo-(2rs)-3-amino-2-hydroxy-4-oxo-4-phenylbutyric acid, its ester, and their preparation - Google Patents

Threo-(2rs)-3-amino-2-hydroxy-4-oxo-4-phenylbutyric acid, its ester, and their preparation

Info

Publication number
JPS5572151A
JPS5572151A JP14550978A JP14550978A JPS5572151A JP S5572151 A JPS5572151 A JP S5572151A JP 14550978 A JP14550978 A JP 14550978A JP 14550978 A JP14550978 A JP 14550978A JP S5572151 A JPS5572151 A JP S5572151A
Authority
JP
Japan
Prior art keywords
amino
oxo
hydroxy
ester
threo
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.)
Granted
Application number
JP14550978A
Other languages
Japanese (ja)
Other versions
JPS6154015B2 (en
Inventor
Hamao Umezawa
Takaaki Aoyanagi
Tadashi Shirai
Rinzo Nishizawa
Masao Suzuki
Tetsuyuki Saino
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.)
Nippon Kayaku Co Ltd
Original Assignee
Nippon Kayaku Co 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 Nippon Kayaku Co Ltd filed Critical Nippon Kayaku Co Ltd
Priority to JP14550978A priority Critical patent/JPS5572151A/en
Priority to CH10433/79A priority patent/CH650265A5/en
Priority to SE7909655A priority patent/SE452888B/en
Priority to CA000340428A priority patent/CA1182125A/en
Priority to GB8200496A priority patent/GB2090595B/en
Priority to DE19792947140 priority patent/DE2947140A1/en
Priority to IT27487/79A priority patent/IT1194593B/en
Priority to CH5649/81A priority patent/CH653687A5/en
Priority to CH6192/83A priority patent/CH653669A5/en
Priority to CS480581A priority patent/CS221954B2/en
Priority to AR278992A priority patent/AR227636A1/en
Priority to GB7940413A priority patent/GB2037754B/en
Priority to HU247179A priority patent/HU186097B/en
Priority to FR7928830A priority patent/FR2442227A1/en
Priority to DK496379A priority patent/DK162288C/en
Priority to ES486572A priority patent/ES486572A1/en
Priority to DE2954076A priority patent/DE2954076C2/de
Priority to NLAANVRAGE7908510,A priority patent/NL188162C/en
Priority to AU53115/79A priority patent/AU530362B2/en
Priority to US06/096,693 priority patent/US4281180A/en
Priority to FR8010563A priority patent/FR2449078A1/en
Publication of JPS5572151A publication Critical patent/JPS5572151A/en
Priority to US06/211,035 priority patent/US4391986A/en
Priority to FR8113611A priority patent/FR2483409B1/en
Priority to NL8104545A priority patent/NL8104545A/en
Priority to SE8106084A priority patent/SE453748B/en
Priority to IT8125614A priority patent/IT1211147B/en
Priority to US06/336,492 priority patent/US4453003A/en
Priority to CA000405157A priority patent/CA1170667A/en
Priority to CA000410051A priority patent/CA1167464A/en
Priority to SE8403931A priority patent/SE466200B/en
Publication of JPS6154015B2 publication Critical patent/JPS6154015B2/ja
Granted legal-status Critical Current

Links

Abstract

NEW MATERIAL:Threo-(2RS)-3-amino-2-hydroxy-4-oxo-4-phenylbutyric acid and its ester of formula I (R1 is H or OH; R2 is protected amino; R3 is H or ester residue).
EXAMPLE: Threo-(2RS)-3-acetylamino-2-hydroxy-4-oxo-4-phenylbutyric acid.
USE: Raw material of (2S,3R)-3-amino-2-hydroxy-4-phenylbutyric acid and its derivative, which is a constituent amino acid of a carcinostatic agent, bestatin.
PROCESS: The compound I is prepared by reacting 2-oxo-2-phenylethylamine derivative II with glyoxylic acid or its ester III in a solvent such as alcohol, in the presence of a base such as KOH.
COPYRIGHT: (C)1980,JPO&Japio
JP14550978A 1978-11-25 1978-11-25 Threo-(2rs)-3-amino-2-hydroxy-4-oxo-4-phenylbutyric acid, its ester, and their preparation Granted JPS5572151A (en)

Priority Applications (30)

Application Number Priority Date Filing Date Title
JP14550978A JPS5572151A (en) 1978-11-25 1978-11-25 Threo-(2rs)-3-amino-2-hydroxy-4-oxo-4-phenylbutyric acid, its ester, and their preparation
ES486572A ES486572A1 (en) 1978-11-25 1979-11-22 Process for producing threo-3-amino-2-hydroxybutanoyl-aminoacetic acids, as well as novel intermediated therefor and process for producing them
DE2954076A DE2954076C2 (en) 1978-11-25 1979-11-22
CA000340428A CA1182125A (en) 1978-11-25 1979-11-22 Process for producing threo-3-amino-2- hydroxybutanoyl-aminoacetic acids, as well as novel intermediates therefor and process for producing them
GB8200496A GB2090595B (en) 1978-11-25 1979-11-22 Threo-3-amino-2-hydroxybutanoylacetice acid derivatives
DE19792947140 DE2947140A1 (en) 1978-11-25 1979-11-22 PROCESS FOR THE PREPARATION OF THREO-3-AMINO-2-HYDROXYBUTANOYL AMINOACETIC ACID
IT27487/79A IT1194593B (en) 1978-11-25 1979-11-22 PROCEDURE FOR THE PRODUCTION OF TREO-3-AMINO-2-HYDROXYBUTANE-AMINO ACETIC ACIDS AND THEIR INTERMEDIATES
NLAANVRAGE7908510,A NL188162C (en) 1978-11-25 1979-11-22 PROCESS FOR PREPARING A BESTATIN DERIVATIVE.
CH6192/83A CH653669A5 (en) 1978-11-25 1979-11-22 THREO-3-PROTECTED AMINO-2-HYDROXY-4-OXOBUTANIC ACID OR ITS ESTERS AND METHOD FOR THE PRODUCTION THEREOF.
CS480581A CS221954B2 (en) 1978-11-25 1979-11-22 Method of making the threo-3-amino-2-hydroxy-4-oxobutane acids with protected aminogroup and esters thereof
SE7909655A SE452888B (en) 1978-11-25 1979-11-22 SET TO MAKE TREO-3-AMINO-2-HYDROXIBUTANOYLAMINOETIC ACIDS
GB7940413A GB2037754B (en) 1978-11-25 1979-11-22 Threo - 3 -protected amino - 2 - hydroxy-4oxobutanoic acids or esters, their preparation and their use in the preparation of threo - 3 - amino - 2 - hydroxy-butanoylaminoacetic acids
HU247179A HU186097B (en) 1978-11-25 1979-11-22 Process for the production of treo-3-amino-2-hydroxy-4-oxobutyric acids
FR7928830A FR2442227A1 (en) 1978-11-25 1979-11-22 PROCESS FOR THE PRODUCTION OF THREO-3-AMINO-2-HYDROXYBUTANOYLAMINOACETIC ACIDS
DK496379A DK162288C (en) 1978-11-25 1979-11-22 METHOD FOR PREPARING THREO-3-AMINO-2-HYDROXYBUTANOYL AMINO ACETIC ACIDS
CH10433/79A CH650265A5 (en) 1978-11-25 1979-11-22 METHOD FOR THE PRODUCTION OF SUBSTITUTED THREO-3-AMINO-2-HYDROXYBUTANOYLAMINO ACETIC ACIDS.
AR278992A AR227636A1 (en) 1978-11-25 1979-11-22 PROCEDURE TO PRODUCE TREO-3-AMINO-2-HYDROXIBUTANOYL AMINOACETIC ACID INTERMEDIARIES TO PREPARE IT AND PROCEDURE TO PREPARE INTERMEDIARIES
CH5649/81A CH653687A5 (en) 1978-11-25 1979-11-22 Threo-3-AMINO-2-HYDROXY-BUTANOYLAMINOESSIGSAEURE DERIVATIVES.
AU53115/79A AU530362B2 (en) 1978-11-25 1979-11-22 Threo-3-amino-2-hydroxy-butanoyl-aminoacetic acids
US06/096,693 US4281180A (en) 1978-11-25 1979-11-23 Process for producing threo-3-amino-2-hydroxybutanoyl-aminoacetic acids, as well as novel intermediated therefor and process for producing them
FR8010563A FR2449078A1 (en) 1978-11-25 1980-05-12 PROCESS FOR THE PRODUCTION OF PROTECTED THREO-3-AMINO ACID 2-HYDROXY-4-OXOBUTANOIC OR ITS ESTERS AND APPLICATION TO THE PRODUCTION OF THREO-3-AMINO-2-HYDROXYBUTANOIC ACID
US06/211,035 US4391986A (en) 1978-11-25 1980-11-28 Process for producing threo-3-amino-2-hydroxybutanoyl-aminoacetic acids, as well as novel intermediates therefor and process for producing them
FR8113611A FR2483409B1 (en) 1978-11-25 1981-07-10 3-AMINO-2-HYDROXY BUTANOYLAMINOACETIC ACID DERIVATIVES AND THEIR PREPARATION PROCESS
NL8104545A NL8104545A (en) 1978-11-25 1981-10-06 "NEW THREO-3-AMINO-2-HYDROXYBUTANOYLAMINO ACETIC ACID DERIVATIVES AND MEDICINES OBTAINED THEREFROM.
SE8106084A SE453748B (en) 1978-11-25 1981-10-14 (2S, 3R) -3-amino-2-hydroxy-4- (4-methoxyphenyl) -BUTANOYL- (S) -leucine
IT8125614A IT1211147B (en) 1978-11-25 1981-12-15 TREO-3-AMINO-2-HYDROXYBUTANE ACIDS NO-ACETIC LAMAGES USEFUL AS DRUGS.
US06/336,492 US4453003A (en) 1978-11-25 1981-12-31 Process for producing threo-3-amino-2-hydroxy-butanoyl-aminoacetic acids as well as novel intermediates therefor and process for producing them
CA000405157A CA1170667A (en) 1978-11-25 1982-06-14 Process for producing threo-3-amino-2-hydroxybutanoyl- aminoacetic acids, as well as novel intermediates therefor and process for producing them
CA000410051A CA1167464A (en) 1978-11-25 1982-08-24 Process for producing threo-3-amino-2-hydroxybutanoyl- aminoacetic acids, as well as novel intermediates therefor and process for producing them
SE8403931A SE466200B (en) 1978-11-25 1984-07-31 TREO-3-PROTECTED AMINO-2-HYDROXY-4-OXO-ACID ACID OR ITS ESTER AND A SEAT FOR PREPARATION THEREOF

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP14550978A JPS5572151A (en) 1978-11-25 1978-11-25 Threo-(2rs)-3-amino-2-hydroxy-4-oxo-4-phenylbutyric acid, its ester, and their preparation

Publications (2)

Publication Number Publication Date
JPS5572151A true JPS5572151A (en) 1980-05-30
JPS6154015B2 JPS6154015B2 (en) 1986-11-20

Family

ID=15386885

Family Applications (1)

Application Number Title Priority Date Filing Date
JP14550978A Granted JPS5572151A (en) 1978-11-25 1978-11-25 Threo-(2rs)-3-amino-2-hydroxy-4-oxo-4-phenylbutyric acid, its ester, and their preparation

Country Status (3)

Country Link
JP (1) JPS5572151A (en)
CS (1) CS221954B2 (en)
HU (1) HU186097B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998007421A1 (en) * 1996-08-16 1998-02-26 Ishihara Sangyo Kaisha, Ltd. Medicinal composition

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998007421A1 (en) * 1996-08-16 1998-02-26 Ishihara Sangyo Kaisha, Ltd. Medicinal composition
US6429212B1 (en) * 1996-08-16 2002-08-06 Ishihara Sangyo Kaisha Ltd. Medicinal composition
US6515129B1 (en) 1996-08-16 2003-02-04 Ishihara Sangyo Kaisha Ltd. Pharmaceutical composition

Also Published As

Publication number Publication date
HU186097B (en) 1985-05-28
CS221954B2 (en) 1983-04-29
JPS6154015B2 (en) 1986-11-20

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