RP-67580
(3Ar,7ar)-八氢-2-[1-亚氨基-2-(2-甲氧基苯基)乙基]-7,7-二苯基-4H-异吲哚-4-酮Chemical Name: (+)-(3aR,7aR)-2-[1-Imino-2-(2-methoxyphenyl)ethyl]-7,7-diphenylperhydroisoindol-4-one
CAS No. 135911-02-3
项目整合开发状态: Phase I
项目研究机构: Aventis Pharma (Originator)
合成路线:The cyclization of 4,4-diphenyl-2-cyclohexen-1-one (I) with N-benzyl-N-(butoxymethyl)-N-(trimethylsilylmethyl)amine (II) gives 2-benzyl-7,7-diphenylperhydroisoindol-4-one (III),which is debenzylated by hydrogenation with H2 over Pd/C to afford 7,7-diphenylperhydroisoindol-4-one (IV).The optical resolution of (IV) yields the desired enantiomer,which is finally condensed with 2-(2-methoxyphenyl)acetimidic acid ethyl ester tetrafluoroborate (V).
📌 参考资料/链接：
参考文献标题:Synthesis of RP-67,580,a new potent nonpeptide substance P antagonist
文献作者:Peyronel,J.-F.; et al.
参考来源:Bioorg Med Chem Lett 1992,2(1),37
📄 详细内容
合成路线:The cyclization of 4,4-diphenyl-2-cyclohexen-1-one (I) with N-benzyl-N-(butoxymethyl)-N-(trimethylsilylmethyl)amine (II) gives 2-benzyl-7,7-diphenylperhydroisoindol-4-one (III),which is debenzylated by hydrogenation with H2 over Pd/C to afford 7,7-diphenylperhydroisoindol-4-one (IV).The optical resolution of (IV) yields the desired enantiomer,which is finally condensed with 2-(2-methoxyphenyl)acetimidic acid ethyl ester tetrafluoroborate (V).
参考文献标题:Substance P antagonists
文献作者:Lowe,J.A.III
参考来源:Drugs Fut 1992,17(12),1115
产品链接: CAS No. 135911-02-3››