N-(tert-butoxycarbonyl)glycine → HCID 13503181, compound

Participants

Reaction Steps

4.81 g (0.009 mole) of Z-Asp(OBz)-Tyr-OMe [m.p. 126°-127° C. [α]D24 =-4.8° (C=1, methanol). Anal. Calcd. (%) for C29H30N2O8 : C, 65.16; H, 5.66; N, 5.24. Found (%): C, 65.14; H, 5.71; N, 5.18] was dissolved in a mixture of 150 ml of methanol and 9 ml of 1N HCl and hydrogenated over 0.9 g of a 10% Pd-carbon catalyst at room temperature for 6 hours. Then the catalyst was filtered off, and the filtrate was distilled in vacuo to dryness. The resulting dipeptide was condensed with a mixed anhydride which had been prepared from 1.89 g of Boc-Gly-OH in the same manner as in (1) of Example 2. The product was recrystallized from ethyl acetate-ether, giving 3.09 g of Boc-Gly-Asp-Tyr-OMe; yield 71.8%, m.p. 97°-99° C.

Provenance & Evidence