Hydrochloric Acid → BOC-VAL-GLY-OH

Participants

Reaction Steps

To a solution of 5.80 g of BOC-Val-Gly-OEt dissolved in 10 ml of methanol, under cooling, was added 23 ml of 1N aqueous sodium hydroxide and the mixture was stirred for one hour, followed by adjustment of pH to 8.0 with 1N hydrochloric acid. The reaction mixture was concentrated under reduced pressure to evaporate methanol, and the aqueous layer was washed with diethyl ether and then adjusted to pH 2.0 with 1N hydrochloric acid. The aqueous layer was extracted with ethyl acetate, and the extract was dried over anhydrous sodium sulfate, followed by concentration under reduced pressure. The residue was treated with n-hexane and recrystallized from ethyl acetate-n-hexane to give 4.76 g (yield: 90.5%) of BOC-Val-Gly-OH melting at 101° to 107° C. Rf1 =0.20.

Provenance & Evidence