文档介绍：华中师范大学硕士学位论文度洛西汀及达泊西汀的合成研究姓名:郭莉娜申请学位级别:硕士专业:有机化学指导教师:黄明智;侯仲轲 20070604 ⑨硕士学位论文 MASTER’S THESIS 中文摘要本文研究了抗抑郁症药物度洛西汀和男性功能性药物达泊西汀的合成。度洛西汀化学名为(S).Ⅳ--(I一萘氧基)-3.().,是一种对5. 羟色胺和去甲肾上腺素的再摄取有双重抑制作用的抗抑郁药,还可以用于治疗紧张性尿失禁、肥胖和疼痛。本文对度洛西汀合成方法进行了综合分析,确定了一条经济可行的路线:、多聚甲醛、盐酸二甲胺为起始原料,经Mannich反应、还原、拆分、成醚、去甲基五步反应得到了目标化合物,结构经核磁共振(NMR)、质谱(MS)和红外(取)进行确认。尝试了将中间体R-.().,使收率达到66%,%以上,度洛西汀原药合成总收率达35%左右(以2-乙酰噻吩计,文献收率为19%),%以上。达泊西汀化学名为(S)-N,N---.()丙胺,是一种选择性 5一羟色胺再摄取抑制剂,最初广泛用于治疗抑郁症和相关的情感障碍,后被开发用于治疗男性早泄。本文以苯、,、还原、成醚、二甲胺取代、拆分五步反应得到目标化合物,结构经核磁共振(NMR)、质谱(Ms)和红外(瓜)进行确认。采用对原药拆分的方法,避免了二甲胺取代时产生消旋物的可能性,达泊西汀原药合成总收率为19%,%。关键词:度洛西汀:达泊西汀;抗抑郁药;男性功能性药;合成 Abstract In thisthesis,Duloxetine as antidepressant and Dapoxetine as male sexual dysfunction were synthesized. Duloxetine[(S)-N-methyl-3-(naphthalene-1-yioxy)一3-(thiophen-2一y1)propan-1·amine]. asantidepressant,is apotent and balanced inhitibitorofscxotonin and norepinephrine dual- was obtainedfi-om2-aeetylthiophene through 5-step reactions including Mannich reaction,reduction withNaB凰,resolution,etherificati∞and "structure of theproducts were confirmed by NMR MS totalyield was 35%.and the %above. Dapoxetine[(S)-(+)-N,N-dimethyl-a-[2-(I-naphthyloxy)ethyl]benzyiamine]is akind of serotoninreuptal(e,nseding for atreatment todepressive disorder atthebeginning, and itisdeveloped tousedforcuring amale premature was obtained fiom benzene,and 3-chloropropanoyl chloride through 5-step reactions including Ffiedel-Crafls reaction,reduction withKBH4,etherification,dimethylamine replace structure oftheproduct WaSconfirmed byUbIR,MS andIlLThe totalyield WaS19%.and the attains91%above. KeyWords:Duloxetine;Dapoxetine;antidepressant;male sexual dysfunction; synthesis 华中师范大学学位论文原创性声明和使用授权说明原创性声明本人郑重声明:所呈交的学位论文,是本人在导师指导下,独立进行研究工作所取得的研究成果。除文中已经标明引用的内容外,本论文不包含任何其他个人或集体已经