Methanol → (2S,4R,5R)-3-{3-[2-(4-benzyl-2-tert-butoxycarbonyl-5-phenyl-1-pyrrolidinyl)-2-oxoethyl]ureido}benzoic acid

Participants

Reaction Steps

A The reaction is carried out in a way analogous to that described in Example 3, but from 2.6 g of 2-tert-butyl 4-methyl (2RS,4RS,5SR)-1-{2-[3-(3-(methoxycarbonylmethylthio)phenyl)ureido]acetyl}-5-phenylpyrrolidine-2,4-dicarboxylate and 0.5 g of potassium hydroxide in a mixture of 15 cm3 of distilled water and 50 cm3 of methanol. After treatment, there are obtained 1.8 g of 2-tert-butyl hydrogen (2RS,4RS,5SR)-1-{2-[3-(3-(carboxymethylthio)phenyl)ureido]acetyl}-5-phenylpyrrolidine-2,4-dicarboxylate [Rf =0.1; eluent: methylene chloride/methanol (90/10)].

Provenance & Evidence