替加环素的合成  

Synthesis of Tigecycline

作　　者：刘帅[1] 姚颖[1] 李子成[1] 张会 

机构地区：[1]四川大学化学工程学院,四川成都610065 [2]成都百裕科技制药有限公司,四川成都611130

出　　处：《中国医药工业杂志》2011年第4期241-244,共4页Chinese Journal of Pharmaceuticals

摘　　要：盐酸米诺环素经硝化和还原得9-氨基米诺环素二硫酸盐(8),经盐酸和氨水处理得9-氨基米诺环素盐酸盐(9);另以溴乙酸叔丁酯为原料,经缩合、酸水解和氯化得N-叔丁基甘氨酰氯盐酸盐(5)。5和9反应后经乙醇-丙酮(1:1)及丁醇重结晶,制得抗生素替加环素,总收率约28%(以盐酸米诺环素计),纯度99.8%。9-Aminominocycline disulfate（8） was synthesized from minocycline hydrochloride by nitration and reduction.Compound 8 was treated with hydrochloric acid and ammonium hydroxide to form 9-aminominocycline hydrochloride（9）.N-t-Butylglycyl chloride hydrochloride（5） was prepared from butyl 2-bromoacetate through condensation,acid hydrolysis and chlorination.Tigecycline was synthesized from condensation of compound 9 with 5,and recrystallization with ethanol-acetone（1：1） followed by butanol.The overall yield was about 28%（based on minocycline hydrochloride）,and the purity of tigecycline was about 99.8%.

关 键 词：替加环素 抗生素 合成 

分 类 号：R978.14[医药卫生—药品]