Ammonia → HCID 69527452, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 1-[(2S,3R)-2-(tert-butyldimethylsilyloxy)-5-hydroxy-3-pentyl]imidazole-4-carboxylate (1.0 g, 2.8 mmol) in methanol (15 ml) was added aqueous 28% NH3 solution (15 ml). And the mixture was heated at 100° C. in a sealed steel tube for 15 h. After cooling, the reaction mixture was concentrated in vacuo. The residue was purified by silica gel (35 g) chromatography eluting with chloroform/methanol (25:1 to 15:1) to give 1-[(2S,3R)-2-(tert-butyldimethylsilyloxy)-5-hydroxy-3-pentyl]imidazole-4-carboxamide (769.5 mg, 83.8%) as a white amorphous solid.

Provenance & Evidence