替格瑞洛中间体的合成  

Synthesis of Ticagrelor Intermediate

作　　者：刘斌[1,2] 左斌海 孙超 柯兴斌 鄢明[1] 

机构地区：[1]中山大学药学院,广东广州510006 [2]珠海联邦制药股份有限公司,广东珠海519040

出　　处：《合成化学》2015年第9期880-882,共3页Chinese Journal of Synthetic Chemistry

摘　　要：以(3a S,4R,6S,6aR)-6-羟基-2,2-二甲基-四氢-3a H-环戊烷并[d][1,3]-二氧环戊烯-4-氨基甲酸苄酯为原料,经烯丙基取代、双键双羟基化、Smith降解、脱保护基和成盐反应,合成了替格瑞洛中间体(3a S,4R,6S,6aR)-6-(2-羟基乙氧基)-2,2-二甲基-四氢-3a H-环戊烷并[d][1,3]-二氧环戊烯-4-氨基草酸盐,总收率56.0%,其结构经1H NMR,13C NMR和ESI-MS确证。An intermediate of ticagrelor, （ 3 aS, 4 R, 6S, 6 aR ） -6 - （ 2-hydroxyethoxy ） -2,2 -dimethyl-tet- rahydro-3aH-eyclopenta[ d] E 1,3 ]-dioxol-4-yl-ammonium oxalate, was synthesized by the reacion of necleophilie substitution with allyl bromide, dihydroxylation of double bond, Smith degradation, deprotection of protecting group and salifieation, using （ 3aS ,4R, 6S, 6aR） -6-hydroxy-2,2-dimethyl- tetrahydro-3aH-cyelopenta[d] [ 1,3 ]-dioxol-4-ylcarbamic acid benzyl ester as starting material. The overall yield was 56.0% and the structure was confirmed by ^1H NMR, ^13C NMR and ESI-MS.

关 键 词：替格瑞洛 中间体 药物合成 

分 类 号：O623.7[理学—有机化学] R914.5[理学—化学]