A convenient synthesis of ( E)-4-hydroxy-3-methyl-2-butenyl pyrophosphate and its [4- 13C]-labeled form

Abstract

The synthesis of ( E)-4-hydroxy-3-methyl-2-butenyl pyrophosphate, an intermediate in the deoxyxylulose pathway of isoprenoid biosynthesis, was accomplished by pyrophosphorylation of ( E)-4-chloro-2-methyl-2-buten-1-ol. This route enables convenient access to isotopically labeled products, as demonstrated through the preparation of [4- 13C]-( E)-4-hydroxy-3-methyl-2-butenyl pyrophosphate in 28% overall yield from [1- 13C]-2-bromopropionic acid.