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DL-2β,3αβ,7αa-八氢吲哚-2-羧酸的制备\u003C\u002Fp>\u003Cp>在氢化反应瓶中加入上步制备的化合物3,3a,4,5,6,7-2H-六氢吲哚-2-羧酸盐酸盐128g(约0.63mol)、冰乙酸700ml和Pd\u002FC(10%)4g,搅拌下用N2置换瓶中空气3次,用H2置换N2后,通H2常压室温氢化反应.反应毕,过滤掉催化剂,滤液浓缩至干,剩余物加热乙醇500ml溶解,将溶液冷却至-20ºC,化合物DL-2β,3αβ,7αa-八氢吲哚-2-羧酸的异构体(2αβ,3αβ, 7αβ-八氢吲哚羧酸)被沉淀出来,分离后的溶液经浓缩后用异丙醇析晶,过滤,得无色晶体DL-2β,3αβ,7αa-八氢吲哚-2-羧酸280g,mp280ºC\u003C\u002Fp>\u003Cp>5. DL-2β,3αβ,7αa-八氢吲哚-2-羧酸苄酯盐酸盐的制备\u003C\u002Fp>\u003Cp>在反应瓶中加入苯甲醇14ml(14.58g,134.84mmol)和亚硫酰氯(SOCl2)1.41ml(2.29g,19.27mmol)冷却至-5ºC~0ºC,再在搅拌下于-10ºC~0ºC加入上步制备的化合物DL-2β,3αβ,7αa-八氢吲哚-2-羧酸1.4g(8.28mmol),加毕,将混合物于0ºC搅拌反应1h.于20~25ºC静置过夜.于50ºC将反应液中苄醇(苯甲醇)在高真空下蒸馏干净,剩余物加二异丙醚捣碎研磨,过滤,得DL-2β,3αβ,7αa-八氢吲哚-2-羧酸苄酯盐酸盐2.5g,收率>100%,该产物为无色晶体(仍系粗品),mp154ºC.可直接用于下步反应.\u003C\u002Fp>\u003Cp>6. N-(1S-乙氧羰基-3-苯丙基)-S-丙氨酰-2β,3αβ,7αa-八氢吲哚-2-羧酸苄酯的制备\u003C\u002Fp>\u003Cp>在反应瓶中加入N-(1S-乙氧羰基-3-苯丙基)-S-丙氨酸2.16g(7.74mmol)和无水DMF8.6ml,搅拌悬浮,往该悬浮液加入1-羟基苯并三唑1.06g(7.85mol)、上步制备的化合物DL-2β,3αβ,7αa-八氢吲哚-2-羧酸苄酯盐酸盐2.2g(7.45mol)和N-乙基吗啉1.08ml,搅拌混合,再加入二环己基碳化二亚胺(DCC)1.7g(加DCC时控制内温为0ºC),加毕,在20~25ºC搅拌反应3.5h.反应混合物用乙酸乙酯200ml稀释,将产生的二环己基脲沉淀过滤掉,滤液减压浓缩蒸除溶剂,剩余物加入乙醚溶解,溶液用饱和NaHCO3水溶液洗涤2次,无水Na2SO4干燥,过滤,滤液浓缩后剩余物用硅胶柱色谱分离纯化[洗脱剂:乙酸乙酯\u002F环己烷],经后处理得两部分淡黄色油状物(比率为1:1),各含目的化合物N-(1S-乙氧羰基-3-苯丙基)-S-丙氨酰-2β,3αβ,7αa-八氢吲哚-2-羧酸苄酯的一个异构体[即(2R,3αR, 7αS)-N-(1S-乙氧羰基-3-苯丙基)-S-丙氨酰-2β,3αβ,7αa-八氢吲哚-2-羧酸苄酯和(2S,3αS,7αR)- N-(1S-乙氧羰基-3-苯丙基)-S-丙氨酰-2β,3αβ,7αa-八氢吲哚-2-羧酸苄酯.\u003C\u002Fp>\u003Cp>7. (2S,3αR,7αS)-1-[(2S)-2-[[(1S)-1-(乙氧羰基)-3-苯基丙基]氨基]-1-氧代丙基]八氢-1H-吲哚-2-羧酸(群多普利)的合成\u003C\u002Fp>\u003Cp>在氢化反应瓶中加入(2S,3αS,7αR)N-(1S-乙氧羰基-3-苯丙基)-S-丙氨酰-2β,3αβ,7αa-八氢吲哚-2-羧酸苄酯1.7g(3.26mol)、无水乙醇60ml和10%Pd\u002FC催化剂200mg,用N2置换瓶中空气3次#用H2置换N2 3次,于25ºC常压通H2反应2h(搅拌下).反应毕,过滤掉催化剂,滤液浓缩蒸除溶剂,得无色泡沫状物(2S,3αR,7αS)-1-[(2S)-2-[[(1S)-1-(乙氧羰基)-3-苯基丙基]氨基]-1-氧代丙基]八氢-1H-吲哚-2-羧酸(群多普利)1.2g,收率85.7%(将该泡沫状目的物制成盐酸盐可得无色无定形粉末).\u003C\u002Fp>\u003Cp>\u003C\u002Fp>","\u003Ctd>\n\n\u003Ca href=\"\u002Fen\u002Fcas\u002F87679-37-6_1101130.html#MSDSDiv\">群多普利MSDS英文版\u003C\u002Fa>\n\n\u003C\u002Ftd>","2026-08-21T07:51:12.859463Z",false,[312,318,324,330,336,342,348,354,360,366,372,377],{"slug":313,"cid":314,"name":315,"nameZh":316,"cas":317},"785875504753283072","J-1382323-9","Pigment Red 81:2","颜料红81:2","75627-12-2",{"slug":319,"cid":320,"name":321,"nameZh":322,"cas":323},"785875705589141504","J-10742-6","Neocuproine hemihydrate","新亚铜试剂半水合物","34302-69-7",{"slug":325,"cid":326,"name":327,"nameZh":328,"cas":329},"785882335940710400","J-3147-0","Pigment Red 57:1","颜料红57:1","5281-04-9",{"slug":331,"cid":332,"name":333,"nameZh":334,"cas":335},"785898367673700352","J-1988074-1","Pantoprazole Sodium Sesquihydrate","泮托拉唑钠倍半水合物","164579-32-2",{"slug":337,"cid":338,"name":339,"nameZh":340,"cas":341},"785889757879078912","J-1372965-2","Calcium Saccharin Hydrate","糖精钙水合物","6381-91-5",{"slug":343,"cid":344,"name":345,"nameZh":346,"cas":347},"785872897603276800","J-1993285-5","Pigment Red 81","颜料红81","12224-98-5",{"slug":349,"cid":350,"name":351,"nameZh":352,"cas":353},"785881577656684544","J-1111912-3","Mordant Black 17","铬蓝黑R","2538-85-4",{"slug":355,"cid":356,"name":357,"nameZh":358,"cas":359},"785881331014832128","J-18850-1","Diosgenin","薯蓣皂苷元","512-04-9",{"slug":361,"cid":362,"name":363,"nameZh":364,"cas":365},"785897866148188160","J-1065587-5","Noscapine","那可丁","128-62-1",{"slug":367,"cid":368,"name":369,"nameZh":370,"cas":371},"785895040399446016","J-1110640-4","Solvent Red 27","溶剂红27","1320-06-5",{"slug":373,"cid":374,"name":375,"nameZh":375,"cas":376},"785947418393841664","J-1874835-1","((Perfluorohexyl)ethyl)-2-chloropropenoate","96383-55-0",{"slug":378,"cid":379,"name":380,"nameZh":381,"cas":382},"785871874079854592","J-1110697-1","Crystal Violet","结晶紫","548-62-9",1794255930037,"zh-CN",[]]