p-Toluenesulfonic acid → HCID 86746080, compound

Participants

Reaction Steps

1.0 g (2.83 mmol) of (αS,βS)-β-t-butoxycarbonylamino-α-[(S)-2-isopropyl-3-butenyl]cyclohexylpropanol in 15 ml of 2,2-dimethoxypropane and 30 mg of p-toluenesulphonic acid is stirred at room temperature overnight. Thereafter, the reaction mixture is poured into 2N sodium bicarbonate solution and extracted three times with 150 ml of ether each time. The ether extracts are washed with water, combined, dried and evaporated, whereby there are obtained 1.2 g of t-butyl (4S,5S)-4-(cyclohexylmethyl)-5-[(S)-2-isopropyl-3-butenyl]-3-oxazolidinecarboxylate as an oil, MS: 393 (M+H)+.

Provenance & Evidence