Premium
Chemo‐Enzymatic Approach to Statin Side‐Chain Building Blocks
Author(s) -
Öhrlein R.,
Baisch Gabriele
Publication year - 2003
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200303028
Subject(s) - chemistry , side chain , statin , carbon chain , yield (engineering) , diol , chain (unit) , block (permutation group theory) , organic chemistry , combinatorial chemistry , biochemistry , materials science , physics , geometry , mathematics , astronomy , metallurgy , polymer
Abstract 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.