Methyl iodide → HCID 15107593, compound

Participants

Reaction Steps

A solution of 0.98 g of 2-[(4S,5S)-3-BOC-4-cyclohexylmethyl-2,2-dimethyl-5-oxazolidinyl-methyl]-1,3-dithiane 1,1,3,3-tetroxide in 300 ml of THF is mixed at -30° with 1.3 ml of a 1.6 molar solution of butyl-Li in hexane. The mixture is stirred for 1 h and then 0.56 g of methyl iodide is added and the mixture is stirred for 24 h in a thawing cooled bath, diluted with 50 ml of ether, and worked up as usual to give 2-[(4S,5S)-3-BOC-4-cyclohexylmethyl-2,2-dimethyl-5-oxazolidinyl-methyl]-2-methyl-l,3-dithiane 1,1,3,3-tetroxide, m.p. 176°-177°.

Provenance & Evidence