Hydrochloric Acid → BOC-VAL-GLY-OH

Participants

Reaction Steps

BOC-Val-Gly-OEt (96.8 g.) was dissolved in methanol (150 ml.) and 1 N NaOH solution (368 ml.) at -5° C. was added thereto. After 1 hour of stirring, the pH was adjusted to 8.0 by addition of 1 N HCl. Methanol was removed by concentration in vacuo and the aqueous layer was washed with ethyl ether (100 ml.). The aqueous layer was adjusted to pH 2.0 by addition of 1 N HCl. The aqueous layer was extracted four times with ethyl acetate (200 ml.), and the extract was dried using anhydrous sodium sulfate and thereafter concentrated in vacuo. The residue was treated with n-hexane and recrystallized from ethyl acetate - n-hexane to obtain BOC-Val-Gly-OH (85.5 g., Yield: 97.4%). m.p.: 112° - 117° C. (decomp.), TLC: one spot, Rf1 = 0.35.

Provenance & Evidence