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盐酸米那普仑反式异构体的合成及结构确证 被引量:1

Synthesis and Structural Confirmation of trans-Isomer of Milnacipran Hydrochloride
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摘要 (±)-(1S,2S)-2-羟甲基-1-苯基环丙羧酸经溴化、酰氯化、酰胺化、Gabriel反应,最后成盐制得盐酸米那普仑(1)的反式异构体(2),总收率19%。比较了1和2的1HNMR及NOSEY谱学特征。2可作为1质量控制的对照物。 The trans-isomer (2) of milnacipran hydrochloride (1) was synthesized from (±)-(1S,2S)-2-hydroxymethyl-1-phenylcyclopropanecarboxylic acid via bromination, acyl chloridation, amidation, Gabriel reaction and HCl salt formation in 19% overall yield. The ^1HNMR and NOSEY data were compared between 1 and 2. The trans-isomer may be served as the reference in the quality control of 1.
出处 《中国医药工业杂志》 CAS CSCD 北大核心 2005年第11期660-662,共3页 Chinese Journal of Pharmaceuticals
关键词 米那普仑 反式异构体 合成 结构确证 milnacipran trans-isomer synthesis structural confirmation
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同被引文献8

  • 1王华阳,李华芳.新型抗抑郁药:米那普仑[J].中国新药与临床杂志,2006,25(5):384-388. 被引量:12
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  • 3ANSSEAU M, YON FRENCKEU R, MERTENS C, et al. Controlled Comparison of Two Doses of Milnacipran (F2207) and Ami-triptyline in Major Depressiveinpatients[J]. Psychopharmaeol ogy ( Berl ), 1989,98 ( 2 ) : 163-168.
  • 4VIAZZO P,ALPHAND V, FURSTOSS R. Enantiose lective Hydrolysis of a Key-lactone Involved in the Synthesis of the Antidepressant Milnacipran[J]. Tetrahedron Lett,1996,37(26) : 4519-4522.
  • 5SHUTO S,ONO S, HASE Y,et al. Synthesis of (+) and (--) Milnacipran and Their Conformationally Re- stricted Analogs [J ]. Tetrahedron Lett, 1996,37 ( 5 ) : 641-644.
  • 6SHUTO S, ONO S, HASE Y, et al. Conformational Restriction by Repulsion Between Adjacent Substituents on a Cyclopropane Ring: design and Enantioselecrive Synthesis of 1-phenyl-2-(1-aminoalkyl)-N, N-di- ethylcyclopropane Carboxamides as Potent NMDA Receptor Antagonists[J]. J Org Chem, 1996,61 (3) : 916- 923.
  • 7王博,程卯生.米那普仑(milnacipran)[J].中国药物化学杂志,2009,19(5):396-396. 被引量:4
  • 8王晓琴,徐鹏,顾君琳,杨琍苹.盐酸米那普仑右旋异构体的合成[J].中国医药工业杂志,2004,35(5):259-260. 被引量:4

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