(S)-4-Nitrophenyl 2-(((benzyloxy)carbonyl)amino)-4-methylpentanoate → HCID 178465161, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 18.6 g. of L-arginyl-L-prolyl-N-ethylamide hydrochloride and 7.2 g. of Nα -benzyloxycarbonyl-L-leucine p-nitrophenylester in 30 ml. of dimethylformamide is allowed to stand for four days, warmed to 50° C. for a half hour and evaporated at reduced pressure and 40° C. to yield an oil. A solid product is obtained by chromatography over silica gel, eluting with chloroform with increasing percent of methanol. Fraction selection is made on the basis of analytical thin layer chromatography and the product, Nα -benzyloxycarbonyl-L-leucyl-L-arginyl-L-prolyl-N-ethylamide hydrochloride, obtained solid by precipitating from methanol with ethyl acetate and then by dropping a methanol solution into ethyl ether. The solid is dried at 40° C. and reduced pressure; [α]D25 -68.4° (c 1, methanol).

Provenance & Evidence