Synthesis of 2-C-methyl-D-erythritol 2,4-cyclopyrophosphate.
[reaction: see text] The synthesis of 2-C-methyl-D-erythritol 2,4-cyclopyrophosphate, a biochemical intermediate in the deoxyxylulose pathway of isoprenoid biosynthesis, was accomplished in four steps. Bisphosphorylation of 2-C-methyl-D-erythritol 1,3-diacetate, followed by carbodiimide cyclization and deprotection, led to the title compound in 42% overall yield.
Giner
José-Luis
JL
Department of Chemistry, State University of New York-ESF, Syracuse, New York 13210, USA. jlginer@syr.edu
Ferris
William V
WV
D003500:Cyclization; D004896:Erythritol / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy
D007202:Indicators and Reagents; C073443:2-methyl-butan-1,2,3,4-tetraol-2,4-cyclopyrophosphate; D004896:Erythritol