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Synthesis of chiral pharmaceutical intermediates by biocatalysis

Authors :
Ramesh N. Patel
Source :
Coordination Chemistry Reviews. 252:659-701
Publication Year :
2008
Publisher :
Elsevier BV, 2008.

Abstract

Chiral intermediates were prepared by biocatalytic processes for the chemical synthesis of four pharmaceutical drug candidates. These include: (i) the microbial reduction of 3,5-dioxo-6-(benzyloxy) hexanoic ethyl ester to (3S,5R)-dihydroxy-6-(benzyloxy) hexanoic acid ethyl ester, an intermediate for a new anticholesterol drug; (ii) synthesis of (2R,3S)-(-)-N-benzoyl-3-phenyl isoserine ethyl ester, a taxol side-chain synthon; (iii) the microbial oxygenation of 2,2-dimethyl-2H-1-benzopyran-6-carbonitrile to the corresponding (3S,4S) epoxide and (3S,4R)-trans diol, intermediates for synthesis of potassium channel opener; (iv) the biotransformation of (exo,exo)-7-oxabicyclo [2.2.1] heptane-2,3-dimethanol to the corresponding chiral lactol and lactone, intermediates for thromboxane A2 antagonist.

Details

ISSN :
00108545
Volume :
252
Database :
OpenAIRE
Journal :
Coordination Chemistry Reviews
Accession number :
edsair.doi...........c7d14998b001642f7286f61b3bf87f56