Abstract
| - 2-C-Methyl-d-erythritol 4-phosphate (MEP, 2)and 4-diphosphocytidyl-2-C-methyl-d-erythritol (CDPME, 3)are metabolites in the MEP pathway for biosynthesis ofisoprenoid compounds in bacteria, plant chloroplasts, andalgae. The free phosphoacid of 2 was prepared from benzyloxyacetone in five steps with an overall yield of 27% andan enantiomeric ratio (er) of 75:25. Following titration tothe corresponding tributylammonium salt, 2 was coupled tocytidine 5‘-monophosphate using a protocol originally developed for synthesis of base-sensitive nucleoside diphosphate sugars to give 3 in 40% yield, following purificationby size exclusion chromatography.
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