Ammonia → Methanesulfonic acid 4-[(RS)-2-amino-4-(3-bromo-phenyl)-4,5-dihydro-oxazol-4-yl]-phenyl ester

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Reaction Steps

According to general method 2, a solution of iodine in ethyl acetate was added to a mixture of methanesulfonic acid 4-[1-(3-bromo-phenyl)-vinyl]-phenyl ester (1600 mg, 4.53 mmol) and silver cyanate (1.1 eq) in ethyl acetate/acetonitrile. The crude product of this reaction was subsequently reacted with aqueous ammonia (30% by vol). Purification by SCX followed by silica column (dichloromethane/methanol, 95:5) yielded 480 mg of product (35%).

Provenance & Evidence