(S)-2-{[4-(3-甲氧基丙氧基)-3-甲基吡啶-2-基]甲基亚硫酰基}-1H-苯并咪唑的合成  

Synthesis of (S)-2-[[[4-(3-Methoxypropoxy)-3-methyl-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole

作　　者：徐宝财[1] 刘家胜[1] 周雅文[1] 辛秀兰[1] 胡燕霞[1] 肖阳[1] XU Bao-cai;LIU Jia-sheng;ZHOU Ya-wen;XIN Xiu-lan;HU Yan-xia;XIAO Yang(School of Chemical and Environmental Engineering,Beijing Technology&Business University,Beijing 100037,China)

机构地区：[1]北京工商大学化学与环境工程学院,北京100037

出　　处：《精细化工》2008年第10期989-992,共4页Fine Chemicals

基　　金：北京市自然科学基金重点项目(2006B);北京市教育委员会科技发展计划重点项目(KZ200610011006);北京市自然科学基金资助项目(2082008)

摘　　要：以2,3-二甲基吡啶为起始原料,经过9步反应,不对称合成了质子泵抑制剂的关键中间体:(S)-2-{[4-(3-甲氧基丙氧基)-3-甲基吡啶-2-基]甲基亚硫酰基}-1H-苯并咪唑。研究了用手性高效液相色谱拆分对映体、测定产品光学纯度的方法,结果表明,目标产品的e.e.值达到95.5%。通过IR、UV、MS以及^(1)HNMR对产品进行了结构鉴定。(S)-2-[[[4-(3-Methoxypropoxy)-3-methyl-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole is a key intermediate for the preparation of chiral proton pump inhibitors.A synthesis route including nine steps for the preparation of this compound from 2,3-dimethylpyridine was studied.The optical purity of the product was analyzed by chiral HPLC and the e.e.value of the target compound is 95.5%.Structures of the reaction products were characterized by IR,UV,MS and^(1)HNMR.

关 键 词：(S)-2-{[4-(3-甲氧基丙氧基)-3-甲基吡啶-2-基]甲基亚硫酰基}-1肌苯并咪唑 2 3-二甲基吡啶 医药原料 

分 类 号：O625[理学—有机化学]