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Synthesis of [3,5,5,5-2H4]-2-C-methyl-d-erythritol, a substrate designed for the elucidation of the mevalonate independent route for isoprenoid biosynthesis

✍ Scribed by Lionel Charon; Jean-François Hoeffler; Catherine Pale-Grosdemange; Michel Rohmer

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
376 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

2-C-Methyl-D-erythritol 4-phosphate is a key intermediate in the mevalonate independent pathway for isoprenoid biosynthesis. In order to investigate the fate of the protons in this metabolic route, [3,5,5,5-2Ha]-2-C-methyl -D-erythritol was synthesized. The relevant steps allowing deuterium introduction were a palladium(II)-catalyzed hydrostannation and a coupling reaction between a vinyl iodide and a methylcyanocuprate.

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