Stereoselective resolution of phenylglycine derivatives and 4-hy

Details Stereoselective resolution of phenylglycine derivatives and 4-hy Stereoselective resolution of phenylglycine derivatives and 4-hy

1979-02-01

1981-04-07

Trousof, Natalie

Chemistry: molecular biology and microbiology

Micro-organism, tissue cell culture or enzyme using process...

Preparing alpha or beta amino acid or substituted amino acid...

435128, 435129, 435280, 560 37, 560 39, 560 41, 560251, 562401, 564155, C12P 1304, C07B 1902, C12P 1302

Patent

active

042606845

ABSTRACT:
The invention relates to a new enzymatic process for the stereoselective resolution of a DL-phenylglycine derivative comprising hydrolyzing an ester or amide group on an N-acyl-L-phenylglycine ester or amide in an N-acyl-DL-phenylglycine ester or amide in solution by the action of an enzyme bonded to a carrier, separating the N-acyl-D-phenylglycine ester or amide from the N-acyl-L-phenylglycine and then, if desired, hydrolyzing under acid conditions, the ester or amide group of the D-enantiomer and the acyl group.
D-Phenylglycine and D-4-hydroxyphenylglycine are used as starting substances for the preparation of semisynthetic antibiotics of the penicillin series. L-Phenylglycine is a starting substance for L-aspartyl-L-phenylglycine methyl ester, which is used as a sweetener.

REFERENCES:
patent: 3832388 (1974-08-01), Lorenz
patent: 3929574 (1975-12-01), Wood et al.
patent: 3963573 (1976-06-01), Stauffer
patent: 3971700 (1976-07-01), Boesten
patent: 4033817 (1977-07-01), Gregor
patent: 4080259 (1978-03-01), Boesten et al.
patent: 4092219 (1978-05-01), Lin et al.
patent: 4108723 (1978-08-01), Hirohara et al.
patent: 4132596 (1979-01-01), Meiller et al.

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