Journal of labelled compounds and radiopharmaceuticals p. 47 - 54 (2006)
Update date:2022-08-16
Topics:
Comeskey, Daniel J.
Rowan, Daryl D.
Matich, Adam J.
Multiply labelled d8-geranyl diphosphate (3-methyl-7- 2H3-methyl-[1,1,8,8,8]-2H5-2E,6- octadienyl diphosphate) was synthesised from geraniol in 8 steps. Geraniol was converted to [1,1]-2H2-geraniol by a three step oxidation-reduction sequence in 38% yield. Selective epoxidation of [1,1]- 2H2-geranyl acetate gave 6,7-epoxy-[1,1]- 2H2-geranyl acetate, which, on oxidative cleavage of the epoxide and Wittig elaboration with d6-isopropyl triphenylphosphorane, gave d8-geraniol (14% yield) which was, in turn, converted to the title compound. Copyright
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