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Synthesis of [1-14C] dolichoic acid

✍ Scribed by Hilde A. Van Houte; Roger H. Busson; Guido G. Parmentier; Peter E. Declercq; Paul P. van Veldhoven; Guy P. Mannaerts; Hendrik J. Eyssen

Book ID: 103037085
Publisher: Elsevier Science
Year: 1994
Tongue: English
Weight: 299 KB
Volume: 72
Category: Article
ISSN: 0009-3084
DOI: 10.1016/0009-3084(94)90020-5

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✦ Synopsis

Dolichoic acid and [1-~4C] dolichoic acid were synthesized from polyprenol isolated from the leaves of the Ginkgo biloba. Grignard coupling with 3-bromo-2-methylpropyl bcnzyl ether afforded, after deprotection, the 3-polyprenyl-2methyl propanol. The alcohol was converted into a mesylate followed by a one-carbon elongation via cyanide and hydrolysis of the nitrile to the acid.

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