Water → HCID 86663285, compound

Participants

Reaction Steps

To a stirred solution of methyl 3-hydroxy-2,2-bis(hydroxymethyl)propanoate (1 equivalent) in pyridine at rt is added triethylsilyl chloride (3-6 equivalents) and the mixture is stirred at temperatures between rt and 60° C. until the reaction is substantially complete as monitored by LCMS or TLC. Water is added and the mixture is extracted with diethyl ether. The combined extracts are dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue is purified by silica gel flash chromatography to afford methyl 3-(triethylsilyloxy)-2,2-bis((triethylsilyloxy)methyl)propanoate.

Provenance & Evidence