Biosynthesis of Terpenes. Preparation of
(E)-1-Hydroxy-2-methyl-but-2-enyl 4-Diphosphate, an Intermediate
of the Deoxyxylulose Phosphate Pathway†

Amslinger, Sabine; Kis, Klaus; Hecht, Stefan; Adam, Petra; Rohdich, Felix; Arigoni, Duilio; Bacher, Adelbert; Eisenreich, Wolfgang

doi:10.1021/jo025705t.s001

jo025705t_si_001.pdf (5.13 MB)

Biosynthesis of Terpenes. Preparation of (E)-1-Hydroxy-2-methyl-but-2-enyl 4-Diphosphate, an Intermediate of the Deoxyxylulose Phosphate Pathway^†

journal contribution

posted on 2002-05-22, 00:00 authored by Sabine Amslinger, Klaus Kis, Stefan Hecht, Petra Adam, Felix Rohdich, Duilio Arigoni, Adelbert Bacher, Wolfgang Eisenreich

(E)-1-Hydroxy-2-methyl-but-2-enyl 4-diphosphate (E-6) was synthesized in six reaction steps from hydroxyacetone (9) and (ethoxycarbonylmethenyl)-triphenylphosphorane (11) with an overall yield of 38%. The compound was shown to be identical with the product of IspG protein, which serves as an intermediate in the nonmevalonate terpene biosynthetic pathway.