m-Tolyl isocyanate → HCID 54190686, compound

Participants

Reaction Steps

The procedure is similar to that described in Example 1A, but starting with 1.32 g of tert-butyl (2R,4R)-3-(2-aminoacetyl)-2-(2-phenylphenyl)-4-thiazolidinecarboxylate and 0.47 g of 3-methylphenyl isocyanate. The crude product is purified by chromatography on silica [eluent: methylene chloride/ethyl acetate (90:10 by volume)]. The fractions containing the expected product are pooled and concentrated to dryness under reduced pressure at 40° C. After vigorous stirring in pentane, 0.22 g of tert-butyl (2R,4R)-3-{2-[3-(3-methylphenyl)-ureido]acetyl}-2-(2-phenylphenyl)-4-thiazolidinecarboxylate is thereby obtained in the form of an amorphous product; [α]D25 =-9.8±0.9° (C %=0.49; CHCl3).

Provenance & Evidence