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Synthesis of four chiral pharmaceutical intermediates by biocatalysis

 

作者: RameshN.Patel,   AmitBanerjee,   LaszloJ.Szarka,  

 

期刊: Journal of the American Oil Chemists’ Society  (Springer Available online 2006)
卷期: Volume 72, issue 11  

页码: 1247-1264

 

ISSN:0003-021X

 

年代: 2006

 

DOI:10.1007/BF02546196

 

出版商: Springer-Verlag-Berlin-Heidelberg

 

数据来源: Springer

 

摘要:

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)-transdiol, 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 A2antagonist.

 

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