JPS54154715A - D,l-2-amino-4-methylphosphinobutyric acid, its ester, and their preparation - Google Patents

D,l-2-amino-4-methylphosphinobutyric acid, its ester, and their preparation

Info

Publication number
JPS54154715A
JPS54154715A JP6164278A JP6164278A JPS54154715A JP S54154715 A JPS54154715 A JP S54154715A JP 6164278 A JP6164278 A JP 6164278A JP 6164278 A JP6164278 A JP 6164278A JP S54154715 A JPS54154715 A JP S54154715A
Authority
JP
Japan
Prior art keywords
ester
amino
acid
formula
lower alkyl
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
JP6164278A
Other languages
Japanese (ja)
Other versions
JPS611029B2 (en
Inventor
Akira Suzuki
Takashi Tsuruoka
Kunitaka Tachibana
Kazuko Mizutani
Taiji Sekizawa
Shigeharu Inoue
Tetsuo Takematsu
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.)
Meiji Seika Kaisha Ltd
Original Assignee
Meiji Seika Kaisha 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 Meiji Seika Kaisha Ltd filed Critical Meiji Seika Kaisha Ltd
Priority to JP6164278A priority Critical patent/JPS54154715A/en
Priority to PCT/JP1979/000091 priority patent/WO1979001114A1/en
Priority to DE7979900528T priority patent/DE2963836D1/en
Publication of JPS54154715A publication Critical patent/JPS54154715A/en
Priority to EP19790900528 priority patent/EP0018415B1/en
Publication of JPS611029B2 publication Critical patent/JPS611029B2/ja
Granted legal-status Critical Current

Links

Abstract

PURPOSE: An intermediate constituting the part of the α-aminoacid is synthesized, then, at the final stage, a mehylphosphorous monoalkyl ester is made to react, thus giving title compound useful as herbicide in the minimum consumption of expensive phosphorus reagents.
CONSTITUTION: The reaction between α-substituted aminovinylacetic ester of formula I [R1 is R3CONH- (R3 is 1W5C lower alkyl); Ph-CH2-N(R4)- (R4 is acetyl, etc.); R2 is 1W5C lower alkyl] and a methylphosphorous monoalkylester is effected in the presence of a radical initiator or under the irradiation of ultraviolet rays to prepare the compound of formula III. Then, the resulting compound is hydrolyzed with an acid or alkali to form D,L-2-amino-4-methyl-phosphinobutyric acid of formula IV.
COPYRIGHT: (C)1979,JPO&Japio
JP6164278A 1978-05-25 1978-05-25 D,l-2-amino-4-methylphosphinobutyric acid, its ester, and their preparation Granted JPS54154715A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP6164278A JPS54154715A (en) 1978-05-25 1978-05-25 D,l-2-amino-4-methylphosphinobutyric acid, its ester, and their preparation
PCT/JP1979/000091 WO1979001114A1 (en) 1978-05-25 1979-04-10 Dialkyl 4-methylphosphinobutyrates and process for producing same
DE7979900528T DE2963836D1 (en) 1978-05-25 1979-04-10 Process for producing alkyl 4-(alkoxy methyl phosphinoyl)butyrates and alkyl-(2-amino-4-(alkoxy methyl phosphinoyl)) butyrates
EP19790900528 EP0018415B1 (en) 1978-05-25 1979-12-17 Process for producing alkyl 4-(alkoxy methyl phosphinoyl)butyrates and alkyl-(2-amino-4-(alkoxy methyl phosphinoyl)) butyrates

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP6164278A JPS54154715A (en) 1978-05-25 1978-05-25 D,l-2-amino-4-methylphosphinobutyric acid, its ester, and their preparation

Publications (2)

Publication Number Publication Date
JPS54154715A true JPS54154715A (en) 1979-12-06
JPS611029B2 JPS611029B2 (en) 1986-01-13

Family

ID=13177062

Family Applications (1)

Application Number Title Priority Date Filing Date
JP6164278A Granted JPS54154715A (en) 1978-05-25 1978-05-25 D,l-2-amino-4-methylphosphinobutyric acid, its ester, and their preparation

Country Status (1)

Country Link
JP (1) JPS54154715A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013047738A1 (en) * 2011-09-30 2013-04-04 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 Method for producing glufosinate p free acid
KR20190122722A (en) * 2017-02-22 2019-10-30 아다마 아간 엘티디 Method for preparing methyl phosphinic acid butyl ester

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013047738A1 (en) * 2011-09-30 2013-04-04 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 Method for producing glufosinate p free acid
JPWO2013047738A1 (en) * 2011-09-30 2015-03-26 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 Method for producing glufosinate P free acid
US9255115B2 (en) 2011-09-30 2016-02-09 Meiji Seika Pharma Co. Ltd. Method for producing glufosinate P free acid
KR20190122722A (en) * 2017-02-22 2019-10-30 아다마 아간 엘티디 Method for preparing methyl phosphinic acid butyl ester
JP2020508348A (en) * 2017-02-22 2020-03-19 アダマ・アガン・リミテッド Method for preparing butyl methyl phosphinate

Also Published As

Publication number Publication date
JPS611029B2 (en) 1986-01-13

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