Dimethylformamide → HCID 178454992, compound

Participants

Reaction Conditions

Reaction Steps

Following the same procedure as in Example 40, 0.3 g (1.85 mmol) of 1, 5-dideoxy-1,5-imino-D-glucitol, 0.65 g (2.6 mmol) of (E)-3-(t-butyldimethylsilyl)-2-propen-1-ol, methanesulfonate and 0.48 ml (3.4 mmol) of triethylamine in 13 ml of dimethylformamide are heated at 80° C. overnight. Solvents are removed under reduced pressure and the residue is flash chromatographed on a silica gel column eluted with dichloromethane-methanol 100:0 to 90:10 to give after methanol-water recristallization 0.15 g (35%) of expected {[(E)-3-(t-butyldimethylsilyl)-2-propenyl]imino}-D-glucitol as white crystals.

Provenance & Evidence