用“点击化学”法合成新型他克林-四氢异喹啉异二联体  

Synthesis of Novel Tacrine-tetrahydroisoquinoline Hybrids as Acetylcholinesterase Inhibitors by Click Chemistry Method

作　　者：郭永彪[1] 刘海波[1] 许明[1] 

机构地区：[1]防化研究院,北京102205

出　　处：《合成化学》2011年第3期299-303,共5页Chinese Journal of Synthetic Chemistry

摘　　要：从2-氯乙胺盐酸盐出发,经叠氮化与缩合反应制得9-(叠氮基乙基氨基)-1,2,3,4-四氢吖啶类衍生物(4a～4c);以6-庚炔-1-醇为原料,利用微波反应合成了2-(6-庚炔基)-6,7-二甲氧基-1-苯基-1,2,3,4-四氢异喹啉(7);4与7通过"点击化学"法合成了三个乙酰胆碱酯酶抑制剂——3个他克林-四氢异喹啉异二联体(1a～1c),其结构经NMR和HR-MS表征,其中1b和1c未见文献报道。9-（Triazo-ethylamino）-1,2,3,4-tetrahydro-acridine derivatives（4a～4c） were prepared from 2-chloroethylamine hydrochloride by the reaction with sodium azide,then condensation with 9-chlor-1,2,3,4-tetrahydro-acridine derivatives,respectively.2-（Hept-6-ynyl）-6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline（7） was synthesized by the reaction of 6-heptine-1-ol with POCl3,NaI and 6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline under microwave radiation,respectively.Three acetylcholinesterase inhibitors,tacrine-tetrahydroisoquinoline hybrids（1a～1c）,were synthesized from 4 and 7 by click chemistry method.The structures were characterized by NMR and HR-MS.1b and 1c were new compounds.

关 键 词：“点击化学” 乙酰胆碱酯酶抑制剂 他克林 四氢异喹啉 合成 

分 类 号：O626.2[理学—有机化学] R914.5[理学—化学]