d-生物素的全合成研究  

Studies on Total Synthesis of d-Biotin

作　　者：陈克喜[1] 程向炜 金佳敏[1] 盛柳青[3] 

机构地区：[1]浙江工业大学药学院,杭州310014 [2]浙江公安高等专科学校,杭州310053 [3]金华职业技术学院药学系,金华321007

出　　处：《有机化学》2006年第9期1309-1312,共4页Chinese Journal of Organic Chemistry

摘　　要：以L-胱氨酸或L-半胱氨酸的盐酸盐为起始原料,经过10步反应,以超过30%的产率,得到一条新的高效的d-生物素合成路线.从L-胱氨酸开始,通过中间休2的酰胺烷基化得到中间体3,再在过氧酸催化下重排开环生成中间体4,然后经过氧化、还原和缩合等几步建立起生物素的骨架.A new and highly efficient synthesis of （＋）-biotin which is based on the ready availability of L-cysteine or L-cystine as a chiral starting material has been achieved, which contains 10 steps reactions with over 30% yield. From L-cysteine involving amidoalkylation of hydroxy imidazothiazolone 2 to furnish C-7-substituted imidazo-thiazolones 3, then rearrange and hydrolyze to form 4 by Collins oxidation, reducetion of intermediate 4 and so on, the requisite biotin skeletal structure is established.

关 键 词：D-生物素 酰胺烷基化 L-半胱氨酸 

分 类 号：TQ467[化学工程—制药化工]