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以2-N-(N’-苄基脯氨酰)-氨基二苯甲酮-镍(II)-丙基酸复合物为手性助剂,与不同碳链长度的二溴烷烃反应制备双-α-甲基氨基酸.其中,BPB-Ni(II)-Ala复合物与1,3-二溴丙烷发生取代-消除反应后生成烯丙基取代复合物中间体,产率高达90%,水解生成2-甲基-2-氨基-4-烯-戊酸;与1,4-二溴丁烷、1,5-二溴戊烷、1,6-二溴己烷可以实现双取代反应,但所得的主要产物为单取代的BPB-Ni(II)-Ala复合物,双-α-甲基氨基酸复合物中间体收率分别为38%,36%,45%,经过水解后生成相应的双-α-甲基氨基酸,分别为2,7-二氨基-2,7-二甲基辛二酸、2,8-二氨基-2,8-二甲基壬二酸、2,9-二氨基-2,9-二甲基癸二酸.手性助剂2-N-(N’-苄基脯氨酰)-氨基二苯甲酮的回收率可高达95%.
The bis (2-N- (N’-benzylproline) -aminobenzophenone-nickel (II) -propionic acid complex was used as a chiral auxiliary to react with dibromoalkanes with different carbon chain lengths to prepare bis -α-methyl amino acid.Among them, BPB-Ni (II) -Ala complex and 1,3-dibromopropane were substituted-eliminated to produce allyl substituted complex intermediate with the yield up to 90% Generating 2-methyl-2-amino-4-ene-pentanoic acid; and double-substitution reaction with 1,4-dibromobutane, 1,5-dibromopentane and 1,6-dibromohexane, However, the main product obtained was a mono-substituted BPB-Ni (II) -Ala complex. The yield of the intermediate of bis-α-methyl amino acid complex was 38%, 36% and 45%, respectively. Bis-α-methyl amino acids, 2,7-diamino-2,7-dimethyloctanedioic acid, 2,8-diamino-2,8-dimethyl azelaic acid, Diamino-2,9-dimethyldecanedioic acid The recovery of chiral auxiliary 2-N- (N’-benzylproline) -aminobenzophenone can be as high as 95%.