Trifluoroacetic acid → HCID 131711082, compound

Participants

Reaction Steps

BOC-Thr(Bzl)-Pro-NH2 (10.0 g.) was added to TFA (30 ml.) at -5° C., stirred for 30 minutes, and concentrated in vacuo. The residue was treated with ether, filtered and dried over sodium to obtain H-Thr(Bzl)-Pro-NH2.TFA. BOC-Ala-Gly-OH obtained in (3) (6.08 g.) and HOBT (3.34 g.) were added in THF (100 ml.) and WSC (4.5 ml.) was added thereto at -5° C. (pH 4.0). After stirring at -5° C. for 1 hour and at room temperature for 7 hours, the mixture was cooled at -5° C., WSC (0.8 ml.) added and the pH adjusted to 4.0, and stirred at -5° C. for 1 hour and at room temperature overnight, and concentrated in vacuo. The residue was dissolved in ethyl acetate (400 ml.), washed with saturated sodium chloride solution, twice with 5% aqueous sodium bicarbonate (100 ml.), 1 N HCl saturated with NaCl (100 ml.) and water (50 ml.), in this order.

Provenance & Evidence