Dicyclohexylcarbodiimide → Boc-(D)Phe-Pro-OBzl

Participants

Reaction Steps

Diphenyl N-(Boc-D-Phe-Pro)amino(4-amidinophenyl)-methanephosphonate hydrochloride {Boc-D-Phe-L-Pro-(4-AmPhGly)P (OPh)2 }. Boc-D-Phe-OH (2.66 g, 10 mmole) and L-Pro-OBzl (2.42 g) were coupled using DCC, and Boc-D-Phe-Pro-OBzl was obtained in 83% yield; 1H NMR (CDCl3) δ 7.34 (s, 5H), 7.23 (m, 5H), 5.4 (d, 1H), 5.15 (q, 2H), 4.65 (m, 1H), 4.35 (m, 1H), 3.5 (m, 1H), 3.1-2.9 (m, 2H), 2.6 (m, 1H), 2.-1.7 (m, 4H), 1.43 (s, 9H).

Provenance & Evidence