Dolichoic acid and [1-C-14] dolichoic acid were synthesized from polyp
renol isolated from the leaves of the Ginkgo biloba. Grignard coupling
with 3-bromo-2-methylpropyl benzyl ether afforded, after deprotection
, the 3-polyprenyl-2-methyl propanol. The alcohol was converted into a
mesylate followed by a one-carbon elongation via cyanide and hydrolys
is of the nitrile to the acid.