Hydrochloric Acid → HCID 21341579, compound

Participants

Reaction Steps

A solution of 4 N hydrochloric acid in 1,4-dioxane (4 mL) was added to N-tert-butoxycarbonyl-trans-4-(N-tert-butoxycarbonylglycylamino)-L-prolyl-trans-4-((R)-2-hydroxy-4-phenylbutyrylamino)-L-proline 3-quinolylamide (P, 90 mg) at 0° C., and methanol was added until insoluble materials were disappeared. After stirring for 2 hr, the reaction mixture was evaporated and coevaporated several times with hexane and ethanol in vacuo to give pale yellow solids. The solids were washed with ether to afford the title compound (62 mg) as a colorless solid: 1H-NMR (400 MHz, D2O) δ 1.86-2.03(m, 2H), 2.28-2.47(m, 2H), 2.53-2.69(m, 4H), 3.42-3.50(m, 1H), 3.58-3.66(m, 1H), 3.86-3.94(m, 2H), 4.03-4.14(m, 2H), 4.38-4.46(m, 1H), 4.76-4.83(m, 1H), 4.87-4.94(m, 1H), 7.11-7.29(m, 5H), 7.78-7.84(m, 1H), 7.91-7.98(m,1H), 8.04-8.12(m, 2H), 8.91-8.94(m, 1H), and 9.03-9.28(m, 1H):; IR (KBr) 3300, 3023, 2937, 2852, 1701, 1657, 1651, 1610, 1574, 1549, 1495, 1485, and 1454 cm−1; mass spectrum (FAB+) m/e 531 (M+1); Anal. Calcd for C29H34 N6O4.3HCl.3H2O, C; 50.18, H; 6.24, N; 12.10. Found: C; 50.45, H; 6.15, N; 11.28.

Provenance & Evidence