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(±)-N-叔丁氧羰基-3-乙基-戊氨酸的合成

         

摘要

5-(Pentan-3-ylidene)imidazolidine-2,4-dione(4) was obtained at 55℃for 6 h under the op-timized reaction conditions [ hydantoin 2 mmol, n (3-pentanone )∶n ( hydantoin ) =1.5, cholamine as base, pH 4].5-(Pentan-3-yl)imidazolidine-2,4-dione(5) was prepared with hydrogenation of 4 by 5%Pd/C.( ±)-N-Boc-3-ethyl-norvaline was synthesized by hydrolyzation of 5 in alkaline condition , and then N-Boc protection reaction .The structure was confirmed by 1 H NMR, 13 C NMR and HR-ESI-MS.%在最优反应条件[海因2 mmol, n(3-戊酮)∶n(海因)=1.5,乙醇胺为碱,pH 4,于55℃反应6 h]下制得5-(1-乙基亚丙基)海因(4);4用5%Pd/C催化加氢制得5-(3-戊基)海因(5);5先在碱性条件下水解,再通过叔丁氧羰基保护氨基合成了(±)-N-叔丁氧羰基-3-乙基-戊氨酸,总收率43%,其结构经1 H NMR,13 C NMR 和HR-ESI-MS确证。

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