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Synthetic microbial chemistry, XXIV. Synthesis of antibiotic 1233A, an inhibitor of cholesterol biosynthesis

✍ Scribed by Mori, Kenji ;Takahashi, Yoshio

Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
948 KB
Volume
1991
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

A synthesis of 1233A [(2__E__,4__E__,7__R__,2′R,3′R)‐11‐[3′‐(hydroxymethyl)‐4′‐oxo‐2′‐oxetanyl]‐3,5,7‐trimethyl‐2,4‐undecadienoic acid (1a)] was achieved by employing (R)‐2‐hydroxymethyl‐3‐butenyl acetate (2a) and (R)‐citronellic acid (3) as chiral building blocks. The former was prepared by lipase‐mediated asymmetric hydrolysis of the corresponding diacetate.

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