Exepanol hydrochloride(Prop INNM), KC-2450
依西帕醇 Chemical Name: (?-cis-2,3,4,5-Tetrahydro-3-(methylamino)-1-benzoxepin-5-ol
CAS No. 77956-93-5, 77416-65-0 (free base)
项目整合开发状态: Phase II
项目研究机构: Kali-Chemie (Originator)
合成路线:Methyl 2-acetylphenoxyacetate (I) is cyclized to 2,3,4,5-tetrahydro-1-benzoxepine-3,5 dione (II) in the presence of sodium hydride in dimethylformamide.Condensation with methylamine (catalytic amounts of formic acid) in boiling methylene chloride and subsequent reduction with sodium cyano-borohydride yields 3-methylamino-3,4-dihydro-1-benzoxepin-5(2H)-one (IV),which is reduced by sodium borohydride or lithium tri(sec-butyl)borohydride.The resulting cis/trans-mixture is separated by column chromatography.
📌 参考资料/链接：
参考文献标题:Novel 3-Amino-1-benzoxepine derivs.and their salt
文献作者:Ohlendorf,H.-W.; Wolf,K.-U.; Kaupmann,W.; Heinemann,H.(Kali-Chemie AG)
参考来源:DE 2931399; EP 0024560; US 4279904
📄 详细内容
合成路线:Methyl 2-acetylphenoxyacetate (I) is cyclized to 2,3,4,5-tetrahydro-1-benzoxepine-3,5 dione (II) in the presence of sodium hydride in dimethylformamide.Condensation with methylamine (catalytic amounts of formic acid) in boiling methylene chloride and subsequent reduction with sodium cyano-borohydride yields 3-methylamino-3,4-dihydro-1-benzoxepin-5(2H)-one (IV),which is reduced by sodium borohydride or lithium tri(sec-butyl)borohydride.The resulting cis/trans-mixture is separated by column chromatography.
参考文献标题:Exepanol Hydrochloride
文献作者:Prous,J.; Castar,J.
参考来源:Drugs Fut 1988,13(9),820
合成路线:Methyl 2-acetylphenoxyacetate (I) is cyclized to 2,3,4,5-tetrahydro-1-benzoxepine-3,5 dione (II) in the presence of sodium hydride in dimethylformamide.Condensation with methylamine (catalytic amounts of formic acid) in boiling methylene chloride and subsequent reduction with sodium cyano-borohydride yields 3-methylamino-3,4-dihydro-1-benzoxepin-5(2H)-one (IV),which is reduced by sodium borohydride or lithium tri(sec-butyl)borohydride.The resulting cis/trans-mixture is separated by column chromatography.
参考文献标题:Synthesis of 3-amino-2,3,4,5-tetrahydro-1-benzoxep
文献作者:Ohlendorf,H.W.; Wolf,K.-U.; Kaufmann,W.
参考来源:Eur J Med Chem 1985,20207
产品链接: CAS No. 77956-93-5›› 产品链接: CAS No.77416-65-0››