Triethylamine → HCID 86595160, compound

Participants

Reaction Steps

To a stirred mixture of ethyl 1-[(2S,3R)-2-(tert-butyldimethylsilyloxy)-5-hydroxy-3-pentyl]imidazole-4-carboxylate (500 mg, 1.4 mmol) and methanesulfonyl chloride (321 mg, 2.8 mmol) in dichloromethane (15 ml) was added dropwise triethylamine (284 mg, 2.8 mmol) at ice-bath temperature. After 1 h, the reaction mixture was partitioned between dichloromethane and water. The organic layer was washed with brine, dried (magnesium sulfate), and concentrated in vacuo to give ethyl 1-[(2S,3R)-2-(tert-butyldimethylsilyloxy)-5-methanesulfonyloxy-3-pentyl]imidazole-4-carboxylate (642 mg, 105%) as a syrup. This material was used for the next reaction without further purification.

Provenance & Evidence