m-Tolyl isocyanate → HCID 57286235, compound

Participants

Reaction Steps

The procedure is similar to that described in Example 1A, but starting with 1.2 g of tert-butyl (4R)-3-(2-aminoacetyl)-2-butyl-4-thiazolidinecarboxylate (isomer A) and 0.53 g of 3-methylphenyl isocyanate. The crude product is purified by chromatography on silica [eluent: diisopropyl ether/ethyl acetate (95:5 by volume)]. The fractions containing the expected product are pooled and concentrated to dryness under reduced pressure at 40° C. 0.8 g of tert-butyl (4R)-3-{2-[3-(3-methylphenyl)-ureido]acetyl}-2-butyl-4-thiazolidinecarboxylate (isomer A) is thereby obtained in the form of an amorphous product; [α]D25 =-39°±1° (C %=0.53; DMF).

Provenance & Evidence