Hydrochloric Acid → HCID 9939870, compound

Participants

Reaction Steps

The N-acylated product obtained in (1) was converted to triethyl 4-[N-{(1RS,2RS,4E)-5-(2-benzoxazolyl)-1-methyl-2-(3,4-methylendioxyphenyl)-4-pentenyl}-N-(2-naphthylmethyl)carbamoyl]-1,2,3-butanetricarboxylate in the same manner as in Preparation Example 1. The resulting ester was dissolved in 1 ml of tetrahydrofuran, and after addition of 0.5 ml of 3N sodium hydroxide, it was left standing at room temperature overnight. The reaction solution was diluted with ethyl acetate, acidified with 1N hydrochloric acid, washed with saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate. The desiccant was filtered off, and the solvent was evaporated in vacuo. The residue was purified by medium pressure liquid chromatography [Lobar column™, size A, RP-8 (Merck & Co., Inc.); acetonitrile/0.1% aqueous trifluoroacetic acid=1/1] to give 14 mg (yield 52%) of the title compound as a white powder.

Provenance & Evidence