1-Propene, 1-methoxy- → HCID 12186155, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 52.46 g of 4(S)-tert-butoxycarbonylamino-5-hydroxy-pentanoic acid benzyl ester [9069-62-8] and 895 mg of p-toluenesulfonic acid hydrate in 125 ml of methylene chloride at 0° C. under argon are added 31 ml of methoxypropene over 15 minutes. The mixture is stirred at 0° C. for 3 hours, then at room temperature for 9 hours. The mixture is washed with saturated sodium bicarbonate solution and dried over sodium sulphate, filtered and concentrated. The title compound is obtained as a yellow oil from the residue by means of flash chromatography (SiO2 60 F). Rf=0.32 (1:3 EtOAc-heptane); Rt=5.32 (gradient I).

Provenance & Evidence