瑞莫杜林合成路线

瑞莫杜林合成路线（共 64 条）

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反应条件

1.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 °C / |Inert atmosphere 1.2: 1.75 h / 0 - 20 °C 2.1: triethylamine / dichloromethane / 0 °C / |Inert atmosphere 3.1: hydrogen; potassium hydroxide; 5 palladium on charcoal / methanol / 5 h 4.1: sodium hydride / tetrahydrofuran; mineral oil / 4 h / 0 °C / |Inert atmosphere; |Reflux 5.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 - 20 °C 5.2: 0.5 h 6.1: acetic acid / tetrahydrofuran; water / 20 °C 7.1: hydrogen; 5 palladium on charcoal / methanol / 5 h / 20 °C 8.1: sodium hydroxide / methanol / 1 h / 20 °C 9.1: potassium carbonate; tetrabutylammomium bromide / acetone / 30 °C 10.1: water; potassium hydroxide / methanol / 3 h / |Reflux 10.2: pH 2 View Scheme

参考文献

US2013/53581 A1, ;

1425937-43-4

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81846-19-7瑞莫杜林

反应条件

1.1: 1H-imidazole / ethyl acetate / 20 °C 2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 °C / |Inert atmosphere 2.2: 1.75 h / 0 - 20 °C 3.1: triethylamine / dichloromethane / 0 °C / |Inert atmosphere 4.1: hydrogen; potassium hydroxide; 5 palladium on charcoal / methanol / 5 h 5.1: sodium hydride / tetrahydrofuran; mineral oil / 4 h / 0 °C / |Inert atmosphere; |Reflux 6.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 - 20 °C 6.2: 0.5 h 7.1: acetic acid / tetrahydrofuran; water / 20 °C 8.1: hydrogen; 5 palladium on charcoal / methanol / 28 h / 20 °C 9.1: potassium carbonate; tetrabutylammomium bromide / acetone / 30 °C 10.1: water; potassium hydroxide / methanol / 3 h / |Reflux 10.2: pH 2 View Scheme

参考文献

US2013/53581 A1, ;

1425937-44-5

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81846-19-7瑞莫杜林

反应条件

1.1: triethylamine / dichloromethane / 0 °C / |Inert atmosphere 2.1: hydrogen; potassium hydroxide; 5 palladium on charcoal / methanol / 5 h 3.1: sodium hydride / tetrahydrofuran; mineral oil / 4 h / 0 °C / |Inert atmosphere; |Reflux 4.1: acetic acid / tetrahydrofuran; water / 20 °C 5.1: hydrogen; potassium hydroxide; 5 palladium on charcoal / methanol / 20 °C 6.1: potassium carbonate; tetrabutylammomium bromide / acetone / 30 °C 7.1: water; potassium hydroxide / methanol / 3 h / |Reflux 7.2: pH 2 View Scheme

参考文献

US2013/53581 A1, ;

1425937-46-7

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81846-19-7瑞莫杜林

反应条件

1.1: hydrogen; potassium hydroxide; 5 palladium on charcoal / methanol / 2 h 2.1: sodium hydride / ethylene glycol dimethyl ether; mineral oil / 3.75 h / -40 - 20 °C / |Inert atmosphere; |Reflux 3.1: acetic acid / tetrahydrofuran; water / 20 °C 4.1: hydrogen; potassium hydroxide; 5 palladium on charcoal / methanol / 20 °C 5.1: potassium carbonate; tetrabutylammomium bromide / acetone / 30 °C 6.1: water; potassium hydroxide / methanol / 3 h / |Reflux 6.2: pH 2 View Scheme

参考文献

US2013/53581 A1, ;

1425937-47-8

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81846-19-7瑞莫杜林

反应条件

1.1: hydrogen; potassium hydroxide; 5 palladium on charcoal / methanol / 5 h 2.1: sodium hydride / tetrahydrofuran; mineral oil / 4 h / 0 °C / |Inert atmosphere; |Reflux 3.1: acetic acid / tetrahydrofuran; water / 20 °C 4.1: hydrogen; potassium hydroxide; 5 palladium on charcoal / methanol / 20 °C 5.1: potassium carbonate; tetrabutylammomium bromide / acetone / 30 °C 6.1: water; potassium hydroxide / methanol / 3 h / |Reflux 6.2: pH 2 View Scheme

参考文献

US2013/53581 A1, ;

1425937-49-0

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81846-19-7瑞莫杜林

反应条件

1.1: sodium hydride / ethylene glycol dimethyl ether; mineral oil / 3.75 h / -40 - 20 °C / |Inert atmosphere; |Reflux 2.1: acetic acid / tetrahydrofuran; water / 20 °C 3.1: hydrogen; potassium hydroxide; 5 palladium on charcoal / methanol / 20 °C 4.1: potassium carbonate; tetrabutylammomium bromide / acetone / 30 °C 5.1: water; potassium hydroxide / methanol / 3 h / |Reflux 5.2: pH 2 View Scheme

参考文献

US2013/53581 A1, ;

101692-01-7(1R,2R,3AS,9AS)-2,3,3A,4,9,9A-六氢-1-[(3S)-3-甲氧基辛基]-1H-苯并[F]茚-2,5-二醇

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81846-19-7瑞莫杜林

反应条件

1: 80 percent / Ph2PH; n-BuLi / tetrahydrofuran; hexane / 20 h / Heating 2: 100 percent / K2CO3; tetrabutylammonium bromide / acetone / 8 h / Heating 3: 83 percent / aq. KOH / methanol / 3 h / Heating View Scheme

参考文献

Journal of Organic Chemistry, , vol. 69, # 6 p. 1890 - 1902

223734-61-0

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81846-19-7瑞莫杜林

反应条件

1: NaBH4; aq. NaOH / ethanol / 6 h / -10 °C 2: 2162 g / TsOH / methanol / 15 h / 0 - 20 °C 3: 80 percent / Ph2PH; n-BuLi / tetrahydrofuran; hexane / 20 h / Heating 4: 100 percent / K2CO3; tetrabutylammonium bromide / acetone / 8 h / Heating 5: 83 percent / aq. KOH / methanol / 3 h / Heating View Scheme

参考文献

Journal of Organic Chemistry, , vol. 69, # 6 p. 1890 - 1902

101758-87-6

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81846-19-7瑞莫杜林

反应条件

1: 2162 g / TsOH / methanol / 15 h / 0 - 20 °C 2: 80 percent / Ph2PH; n-BuLi / tetrahydrofuran; hexane / 20 h / Heating 3: 100 percent / K2CO3; tetrabutylammonium bromide / acetone / 8 h / Heating 4: 83 percent / aq. KOH / methanol / 3 h / Heating View Scheme

参考文献

Journal of Organic Chemistry, , vol. 69, # 6 p. 1890 - 1902

1425937-62-7

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81846-19-7瑞莫杜林

反应条件

1.1: acetic acid / tetrahydrofuran; water / 20 °C 2.1: hydrogen; 5 palladium on charcoal / methanol / 28 h / 20 °C 3.1: potassium carbonate; tetrabutylammomium bromide / acetone / 30 °C 4.1: water; potassium hydroxide / methanol / 3 h / |Reflux 4.2: pH 2 View Scheme

参考文献

US2013/53581 A1, ;

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