JPS5555193A - Novel preparation of penicillanic acid derivative - Google Patents

Novel preparation of penicillanic acid derivative

Info

Publication number
JPS5555193A
JPS5555193A JP12742278A JP12742278A JPS5555193A JP S5555193 A JPS5555193 A JP S5555193A JP 12742278 A JP12742278 A JP 12742278A JP 12742278 A JP12742278 A JP 12742278A JP S5555193 A JPS5555193 A JP S5555193A
Authority
JP
Japan
Prior art keywords
penicillanic acid
compound
hydroxyphenylacetamido
formula
azido
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.)
Pending
Application number
JP12742278A
Other languages
Japanese (ja)
Inventor
Tsutomu Inoue
Kichi Toshioka
Kenji Naito
Toshitaka Saito
Shinpei Kidokoro
Toru Sonobe
Nobuaki Serizawa
Noboru Mori
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.)
TOUBISHI YAKUHIN KOGYO KK
Tobishi Pharmaceutical Co Ltd
Original Assignee
TOUBISHI YAKUHIN KOGYO KK
Tobishi Pharmaceutical 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 TOUBISHI YAKUHIN KOGYO KK, Tobishi Pharmaceutical Co Ltd filed Critical TOUBISHI YAKUHIN KOGYO KK
Priority to JP12742278A priority Critical patent/JPS5555193A/en
Publication of JPS5555193A publication Critical patent/JPS5555193A/en
Pending legal-status Critical Current

Links

Abstract

PURPOSE: To prepare the title compound easily, in high efficiency, by treating 6-(α- azido-p-hydroxyphenylacetamido)penicillanic acid with a specific organo-phosphorus compound, and after romoving the objective product from the reaction products, treating the by-products with an aldehyde.
CONSTITUTION: 6-(α-Azido-p-hydroxyphenylacetamido)penicillanic acid is reacted with an organo-phosphorus compound of formula P(R1)3(R1 is allyl or alkoxy), e.g. triallyl phosphine, in a mixture of water and a hydrophilic solvent such as acetonitrile, whereby the reduction and the optical resolution are carried out at the same time to afford the (-) compound of the formula. The (+) compound which is obtained as a by-product, is treated with an aldehyde R2-CHO (R2 is allyl or heterocyclic group), e.g. salicylaldehyde to give 6-[(-)α-amino-p-hydroxyphenylacetamido]penicillanic acid of the formula.
USE: An antibiotic agent which keeps high concentration in blood.
COPYRIGHT: (C)1980,JPO&Japio
JP12742278A 1978-10-18 1978-10-18 Novel preparation of penicillanic acid derivative Pending JPS5555193A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP12742278A JPS5555193A (en) 1978-10-18 1978-10-18 Novel preparation of penicillanic acid derivative

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP12742278A JPS5555193A (en) 1978-10-18 1978-10-18 Novel preparation of penicillanic acid derivative

Publications (1)

Publication Number Publication Date
JPS5555193A true JPS5555193A (en) 1980-04-22

Family

ID=14959561

Family Applications (1)

Application Number Title Priority Date Filing Date
JP12742278A Pending JPS5555193A (en) 1978-10-18 1978-10-18 Novel preparation of penicillanic acid derivative

Country Status (1)

Country Link
JP (1) JPS5555193A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5852291A (en) * 1981-09-22 1983-03-28 Kureha Chem Ind Co Ltd Penicillin antibiotic derivative and its medicinal preparation

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5852291A (en) * 1981-09-22 1983-03-28 Kureha Chem Ind Co Ltd Penicillin antibiotic derivative and its medicinal preparation
JPS6234038B2 (en) * 1981-09-22 1987-07-24 Kureha Chemical Ind Co Ltd

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