Synthesis of 2-C-Methyl-d-Erythritol 2,4-Cyclopyrophosphate
- 15 March 2002
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 4 (7) , 1225-1226
- https://doi.org/10.1021/ol025661a
Abstract
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.Keywords
This publication has 10 references indexed in Scilit:
- Studies on the nonmevalonate pathway to terpenes: The role of the GcpE (IspG) proteinProceedings of the National Academy of Sciences, 2001
- Biosynthesis of terpenoidsEuropean Journal of Biochemistry, 2001
- Biosynthesis of terpenoids: YgbB protein converts 4-diphosphocytidyl-2C-methyl- d -erythritol 2-phosphate to 2C-methyl- d -erythritol 2,4-cyclodiphosphateProceedings of the National Academy of Sciences, 2000
- A synthesis of cyclo-2,3-diphospho-D-glycerate from D-mannitolTetrahedron Letters, 1996
- Bacterial oxidative-stress substance is 2-C-methyl-d-erythritol 2,4-cyclopyrophosphateBiochemical Journal, 1993
- Structure determination of a novel cyclic phosphocompound isolated from Desulfovibrio desulfuricansBiochemical Journal, 1992
- A new cyclopyrophosphate as a bacterial antistressor?FEBS Letters, 1992
- Polymerization of the cyclic pyrophosphates of nucleosides and their analoguesJournal of Molecular Evolution, 1990
- A new, convenient and efficient general procedure for the conversion of alcohols into their dibenzyl phosphorotriesters using N,N-diethyl dibenzyl phosphoramiditeTetrahedron Letters, 1987
- Methanophosphagen: Unique cyclic pyrophosphate isolated from Methanobacterium thermoautotrophicumProceedings of the National Academy of Sciences, 1983