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Synthesis of poly-O-tert-butyl-L-serine and poly-L-serine
Biopolymers ( IF 3.2 ) Pub Date : 1968-01-01 , DOI: 10.1002/bip.1968.360060107
Nancy M. Tooney , Gerald D. Fasman

The synthesis of polymers containing O‐tert‐butyl‐L‐serine, O‐tert‐butyl‐DL‐serine, L‐serine, and DL‐serine is reported. The N‐benzyloxycarbonyl‐(L or DL)‐serine benzyl ester was used to synthesize the corresponding N‐benzyloxycarbonyl‐O‐tert‐butyl‐(Lor DL)‐serine benzyl ester. Catalytic hydrogenation of this material gave O‐tert‐butyl‐(Lor DL)‐serine. The reaction of O‐tert‐butyl‐(Lor DL)‐serine with phosgene produced the corresponding N‐carboxyanhydrides. The kinetics of polymerization of N‐carboxyanhydrides were investigated to facilitate, the preparation of block copolymers. The O‐tert‐butyl blocking group was removed from polymers by treatment with HCl and HBr in benzene. Both high molecular weight (water‐insoluble) and low molecular weight (water‐soluble) homopolymers have been prepared, as well as water‐soluble block copolymers of the type (DL‐serine)x (L‐serine)y, (DL‐serine)z.

中文翻译:

聚-O-叔丁基-L-丝氨酸和聚-L-丝氨酸的合成

报道了含有 O-叔丁基-L-丝氨酸、O-叔丁基-DL-丝氨酸、L-丝氨酸和DL-丝氨酸的聚合物的合成。N-苄氧羰基-(L或DL)-丝氨酸苄酯用于合成相应的N-苄氧羰基-O-叔丁基-(Lor DL)-丝氨酸苄酯。该材料的催化氢化得到 O-叔丁基-(Lor DL)-丝氨酸。O-叔丁基-(Lor DL)-丝氨酸与光气反应产生相应的N-羧酸酐。研究了 N-羧酸酐的聚合动力学以促进嵌段共聚物的制备。通过在苯中用 HCl 和 HBr 处理,从聚合物中去除 O-叔丁基保护基团。已经制备了高分子量(水不溶性)和低分子量(水溶性)均聚物,
更新日期:1968-01-01
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