1. Synthesis of chiral pharmaceutical intermediates by biocatalysis
- Author
-
Ramesh N. Patel
- Subjects
chemistry.chemical_classification ,Lactol ,Stereochemistry ,Synthon ,Diol ,Epoxide ,Chemical synthesis ,Inorganic Chemistry ,chemistry.chemical_compound ,chemistry ,Biotransformation ,Biocatalysis ,Materials Chemistry ,Organic chemistry ,Physical and Theoretical Chemistry ,Lactone - 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.
- Published
- 2008