Hydrochloric Acid → HCID 6999427, compound

Participants

Reaction Conditions

Reaction Steps

The condensation of BOC-Val-OH with HCl. Ala-OMe was carried out by a mixed anhydride method. 12 g (0.055 mol) of BOC-Val-OH was dissolved in 40 ml of dry THF and 5.6 g (0.055 mol) of triethylamine and 6.6 g (0.06 mol) of chloroformic acid ethyl ester was added to the solution after cooling to -15° C. After 10 minutes at low temperature 7.7 g (0.055 mol) of HCl.Ala-OMe and 5.6 g (0.055 mol) of triethylamine were slowly added to the mixture at -15° C. The reaction mixture was stirred for a further 16 hours at room temperature. The THF was evaporated and the product extracted with ethyl acetate. Recrystalization from ether gave 8.1 g of analytically pure BOC-Val-Ala-OMe, m.p. 138°-148° C.

Provenance & Evidence