Diisopropylethylamine → 1-Hydroxy-4-(4-(oxazol-4-yl)phenylsulfonamido)-N-(1-phenylethyl)cyclohexanecarboxamide

Participants

Reaction Steps

4-Oxazol-4-yl-benzenesulfonyl chloride (Intermediate 26, 71.5 mg) was added to solution of 4-amino-1-hydroxy-N-(1-phenylethyl)cyclohexanecarboxamide (Intermediate 92, 70 mg) and diisopropylethylamine (0.103 ml) in dichloromethane (2.7 ml). After 16 hours the reaction was diluted with dichloromethane, rinse once using 1N hydrochloric acid followed by once using saturated aqueous sodium bicarbonate. The organics were dried over sodium sulfate, filtered and concentrate to 126 mg crude solid. The title compound was isolated by preparative basic reverse-phase chromatography to yield two isomeric samples of 1-hydroxy-4-(4-(oxazol-4-yl)phenylsulfonamido)-N-(1-phenylethyl)cyclohexanecarboxamide. Yield 4.5 mg.

Provenance & Evidence