Synthesis of polymers with primary amino end groups, 2. Synthesis of polyisoprene with primary amino end groups and poly(isoprene‐b‐γ‐benzyl‐ L ‐glutamate)s

Primary amine terminated polyisoprene 2 was produced by reaction of anionic living polyisoprene with one of the following protected aminating reagents: N‐(benzylidene)trimethylsilylamine (1a). N‐(1‐phenylpentylidene)trimethylsilylamine (1b), N‐benzylidenebenzenesulfeneamide (1c), or N,N‐bis(trimethylsilyl)‐2‐bromoethylamine (3). Especially with 1a, the terminal amino group was quantitatively introduced at the end of the polymer chain. 2 was found to initiate the polymerization of the N‐carboxy anhydride of γ‐benzyl‐L‐glutamate 5 to afford poly(isoprene‐b‐γ‐benzyl‐L‐glutamate) (6).