阿片受体显像剂前体乙烯锡烷弥补基的合成  

Synthesis of vinylstannlated alkylating agent as prosthetic group for mapping opioid receptor

作　　者：霍力[1] 张春丽[1] 王荣福[1] 

机构地区：[1]北京大学第一医院核医学科,北京100034

出　　处：《北京大学学报（医学版）》2001年第4期380-382,共3页Journal of Peking University:Health Sciences

基　　金：国家自然科学基金 (39870 2 41)资助&&

摘　　要：目的 :合成阿片受体显像剂前体乙烯锡烷弥补基 ,探讨和分析其合成方法。方法 :将丙炔醇与三丁基锡氢在偶氮二异丁腈的催化下反应得到一混合物 ,经减压分馏和柱层析后得到纯净反式 3 三丁基锡 2 丙烯醇 ,将其与N ,N二甲基苯磺酰氯在低温及碱性条件下反应并提纯后 ,生成 3 三丁基锡 2 丙烯醇苯磺酰酯 ,对二产物进行红外光谱、核磁共振及质谱分析。结果 :合成了反式 3 三丁基锡 2 丙烯醇及其苯磺酰化产物 ,化合物结构经IR、NMR及CIMS分析结果证实。结论 :反式 (C4 H9) 3SnCHCHCH2 OH及苯磺酰化产物是受体显像剂合成过程中的重要前体 ,合成的关键在于控制反应温度 ,选择适当的溶剂及分离提纯方法。Objective: To synthesize and analyze of vinylstannlated alkylating agent. Methods: To a mixture of propargyl alcohol and azoisobutyronitrile was added tributyltin hydride. After two hours reaction, the crude product was concentrated in vacuo and purified by flash chromatography. Then treatment of E isomer with the TsCl synthesized p toluenesulfonate ester of (E) 3 (tri n butylstannyl) 2 propenol under -25 ℃ in alkaline condition. Using IR, NMR and CIMS the two compounds were analyzed. Results: The (E) 3 (tri n butylstannyl) 2 propenol and its p toluenesulfonate were synthesized ester successfully. The results of IR, NMR and HTMS MALDI TOF proved that the compounds were true. Conclusion: E isomer and its p toluenesulfonate ester are important prosthetic groups to synthesis of the novel agent for mapping opioid receptor. The critical steps of the whole synthesis are the best controlling of the reaction temperature, choices of proper solvent fluid and extractive methods.

关 键 词：阿片受体显像剂 前体乙烯锡烷弥补基 合成 

分 类 号：R981.1[医药卫生—药品]