Synthesis of Polypeptide-Polyether Conjugates from an Activated Urethane Derivative of γ-Benzyl-L-glutamateas a Monomer

N-(4-Nitrophenoxycarbonyl)-γ-benzyl-L-glutamate (1) was heated at 60 °C in N,N-dimethylacetoamide (DMAc) in the presence of p-(tert-butyl)phenylmethylamine (2) to afford poly(γ-benzyl-L-glutamate) in high yield. 1H NMR analysis of the obtained polymer revealed that the p-(tert-butyl)phenylmethyl group was successfully introduced into the polymer chain end. Under the same conditions, polycondensations of 1 in the presence of poly(ethylene glycol)s having amino terminals were performed. Both of the components were consumed quantitatively to afford the corresponding block copolymers having poly(γ-benzyl-L-glutamate) and poly(ethylene glycol) segments. The molecular weights of the copolymers were controlled by the feed ratio [1]0/[amino group in the macroinitiator]0.