Chemo-Enzymatic Approach to Statin Side-Chain Building Blocks

A versatile statin side‐chain building block is obtained by an enzymatic desymmetrisation of the symmetrical glutaric acid diethyl ester. The monoacid is produced in almost quantitative yield in the desired high optical purity. The monoacid is easily converted to the corresponding acid chloride, whi...

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Bibliographic Details
Published inAdvanced synthesis & catalysis Vol. 345; no. 6-7; pp. 713 - 715
Main Authors Öhrlein, R., Baisch, Gabriele
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 01.06.2003
WILEY‐VCH Verlag
Wiley
Subjects
atorvastatin
aza-Wittig-reaction
Chemistry
Chemistry, Applied
Chemistry, Organic
enzymatic desymmetrisation
Physical Sciences
Science & Technology
statin side-chain
aza-Wittig-reaction
statin side-chain
COA REDUCTASE INHIBITORS
atorvastatin
enzymatic desymmetrisation
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Summary:A versatile statin side‐chain building block is obtained by an enzymatic desymmetrisation of the symmetrical glutaric acid diethyl ester. The monoacid is produced in almost quantitative yield in the desired high optical purity. The monoacid is easily converted to the corresponding acid chloride, which is a key compound to be elaborated to some statin side‐chain derivatives. The optically active C‐5 chain is subsequently elongated by two carbon atoms and syn‐reduced to the final diol fragment.
Bibliography:ark:/67375/WNG-WM8LPH2M-B
ArticleID:ADSC200303028
istex:F025F0AAF97982A96E9033A1DC97D7A7CCF2B73A
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.200303028