Acetic acid, 2-oxo-, methyl ester → HCID 22838051, compound

Participants

Reaction Steps

387 mg of (RS)-1-[[(R)-3-[α-(butylamino)-p-tolyl]-1-methylpropyl]amino]-3-phenoxy-2-propanol, 102 mg of methyl glyoxylate and 195 mg of p-toluenesulfonic acid monohydrate in 5 ml of benzene were stirred at 20°-25° C. for 6 hours. The mixture was worked up with ether and sodium bicarbonate solution. Chromatography of the crude product on silica gel with ether-methanol gave methyl(2RS,5RS)-3-[(R)-3-[α-(butylamino)-p-tolyl]-1-methylpropyl]-5-phenoxymethyl-2-oxazolidinecarboxylate, [α]D =-9° (c=0.1 in methanol); ε219 =18140, ε270 =1830, ε277 =1430.

Provenance & Evidence