2-[1-(叔丁氧羰基氨基)乙基]噻唑-4-甲酸甲酯的合成  

Synthesis of Methyl 2-(1-tert-Butoxycarbonylaminoethyl)thiazole-4-carboxylate

作　　者：王晓季[1] 陈立功[1] 李阳[1] 孟祎[1] 

机构地区：[1]天津大学药物科学与技术学院,天津300072

出　　处：《有机化学》2004年第5期512-515,共4页Chinese Journal of Organic Chemistry

摘　　要：以 (S) 丝氨酸和N Boc (S) 丙氨酸为原料 ,经酯化、偶合、TBS保护、硫化、脱保护、环合 ,脱氢等七步反应 ,合成了对人体肿瘤细胞KB和LoVo具有中等细胞毒性的天然环酯肽Obyanamide的噻唑结构片段 2 [1 (叔丁氧羰基氨基 )乙基 ]噻唑 4 甲酸甲酯 ,其ee值大于 98% ,总收率为 2 1 4%Methyl-2-(1-tert-butoxycarbonylaminoethyl)thiazole-4-carboxylate, the chiral unit containing thiazole of a novel cyclic depsipeptide obyanamide which exhibited moderate cytotoxicity against KB and LoVo cells, was synthesized from ( S)-serine and N-Boc-( S)-alattine in overall yield 21.4% through seven steps, including esterification, condensation, TBS protection, thionation, deprotection, cyclization and dehydrogenation. The ee value of the title chiral thiazole unit is up to 98%.

关 键 词：2-[1-(叔丁氧羰基氨基)乙基]噻唑-4-甲酸甲酯 合成 (S)-丝氨酸 N-Boc-(S)-丙氨酸 环肽化合物 

分 类 号：O626[理学—有机化学]