加兰他敏合成路线

加兰他敏合成路线（共 81 条）

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反应条件

1.1: 92 percent / DIBAL-H / toluene / -78 °C 2.1: 97 percent / 2,6-lutidine / CH2Cl2 / 20 °C 3.1: Pd(OAc)2; 1,2-bis(dicyclohexylphosphino)ethane / N,N-dimethyl-acetamide / 80 °C 3.2: TBAF / tetrahydrofuran / 20 °C 4.1: 97 percent / MnO2 / acetone / 20 °C 5.1: NaCNBH3 / methanol / Heating 6.1: Et3N / CH2Cl2 / 20 °C 7.1: 93 percent / Dess-Martin periodinane; NaHCO3 / CH2Cl2 / 20 °C 8.1: NaN(TMS)2 / tetrahydrofuran / 0 °C 9.1: TFA / CH2Cl2 / 20 °C 10.1: NaCNBH3; 4 Angstroem molecular sieves / methanol / 0 °C 11.1: TsOH / CH2Cl2 / 20 °C 11.2: dimethyldioxirane / CH2Cl2 / 20 °C 11.3: 45 percent / DBU / CH2Cl2 / 20 °C 12.1: 98 percent / NaBH4 / ethanol / 80 °C 13.1: NaIO4 / tetrahydrofuran; H2O / 20 °C 13.2: 64 percent / CH2Cl2 / 70 °C 14.1: 50 percent / Ph3SiOReO3; TsOH / benzene / 60 °C View Scheme

参考文献

Journal of the American Chemical Society, , vol. 122, # 45 p. 11262 - 11263

312920-81-3

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357-70-0加兰他敏

反应条件

1.1: 97 percent / 2,6-lutidine / CH2Cl2 / 20 °C 2.1: Pd(OAc)2; 1,2-bis(dicyclohexylphosphino)ethane / N,N-dimethyl-acetamide / 80 °C 2.2: TBAF / tetrahydrofuran / 20 °C 3.1: 97 percent / MnO2 / acetone / 20 °C 4.1: NaCNBH3 / methanol / Heating 5.1: Et3N / CH2Cl2 / 20 °C 6.1: 93 percent / Dess-Martin periodinane; NaHCO3 / CH2Cl2 / 20 °C 7.1: NaN(TMS)2 / tetrahydrofuran / 0 °C 8.1: TFA / CH2Cl2 / 20 °C 9.1: NaCNBH3; 4 Angstroem molecular sieves / methanol / 0 °C 10.1: TsOH / CH2Cl2 / 20 °C 10.2: dimethyldioxirane / CH2Cl2 / 20 °C 10.3: 45 percent / DBU / CH2Cl2 / 20 °C 11.1: 98 percent / NaBH4 / ethanol / 80 °C 12.1: NaIO4 / tetrahydrofuran; H2O / 20 °C 12.2: 64 percent / CH2Cl2 / 70 °C 13.1: 50 percent / Ph3SiOReO3; TsOH / benzene / 60 °C View Scheme

参考文献

Journal of the American Chemical Society, , vol. 122, # 45 p. 11262 - 11263

312920-87-9

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357-70-0加兰他敏

反应条件

1.1: NaN(TMS)2 / tetrahydrofuran / 0 °C 2.1: TFA / CH2Cl2 / 20 °C 3.1: NaCNBH3; 4 Angstroem molecular sieves / methanol / 0 °C 4.1: TsOH / CH2Cl2 / 20 °C 4.2: dimethyldioxirane / CH2Cl2 / 20 °C 4.3: 45 percent / DBU / CH2Cl2 / 20 °C 5.1: 98 percent / NaBH4 / ethanol / 80 °C 6.1: NaIO4 / tetrahydrofuran; H2O / 20 °C 6.2: 64 percent / CH2Cl2 / 70 °C 7.1: 50 percent / Ph3SiOReO3; TsOH / benzene / 60 °C View Scheme

参考文献

Journal of the American Chemical Society, , vol. 122, # 45 p. 11262 - 11263

312920-60-8

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357-70-0加兰他敏

反应条件

1.1: 93 percent / Dess-Martin periodinane; NaHCO3 / CH2Cl2 / 20 °C 2.1: NaN(TMS)2 / tetrahydrofuran / 0 °C 3.1: TFA / CH2Cl2 / 20 °C 4.1: NaCNBH3; 4 Angstroem molecular sieves / methanol / 0 °C 5.1: TsOH / CH2Cl2 / 20 °C 5.2: dimethyldioxirane / CH2Cl2 / 20 °C 5.3: 45 percent / DBU / CH2Cl2 / 20 °C 6.1: 98 percent / NaBH4 / ethanol / 80 °C 7.1: NaIO4 / tetrahydrofuran; H2O / 20 °C 7.2: 64 percent / CH2Cl2 / 70 °C 8.1: 50 percent / Ph3SiOReO3; TsOH / benzene / 60 °C View Scheme

参考文献

Journal of the American Chemical Society, , vol. 122, # 45 p. 11262 - 11263

312920-44-8

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357-70-0加兰他敏

反应条件

1.1: Pd(OAc)2; 1,2-bis(dicyclohexylphosphino)ethane / N,N-dimethyl-acetamide / 80 °C 1.2: TBAF / tetrahydrofuran / 20 °C 2.1: 97 percent / MnO2 / acetone / 20 °C 3.1: NaCNBH3 / methanol / Heating 4.1: Et3N / CH2Cl2 / 20 °C 5.1: 93 percent / Dess-Martin periodinane; NaHCO3 / CH2Cl2 / 20 °C 6.1: NaN(TMS)2 / tetrahydrofuran / 0 °C 7.1: TFA / CH2Cl2 / 20 °C 8.1: NaCNBH3; 4 Angstroem molecular sieves / methanol / 0 °C 9.1: TsOH / CH2Cl2 / 20 °C 9.2: dimethyldioxirane / CH2Cl2 / 20 °C 9.3: 45 percent / DBU / CH2Cl2 / 20 °C 10.1: 98 percent / NaBH4 / ethanol / 80 °C 11.1: NaIO4 / tetrahydrofuran; H2O / 20 °C 11.2: 64 percent / CH2Cl2 / 70 °C 12.1: 50 percent / Ph3SiOReO3; TsOH / benzene / 60 °C View Scheme

参考文献

Journal of the American Chemical Society, , vol. 122, # 45 p. 11262 - 11263

3891-74-5

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357-70-0加兰他敏

反应条件

lithium triethylborohydride in tetrahydrofuran T=65°C; 5 h;

参考文献

Hirnschall, Manfred; Treu, Matthias; Mereiter, Kurt; Hametner, Christian; Froehlich, Johannes; Jordis, Ulrich
Tetrahedron Asymmetry, 2003 , vol. 14, # 6 p. 675 - 681

1378372-45-2

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357-70-0加兰他敏

反应条件

1.1: sodium hydroxide / methanol; water / 3 h / 20 °C 1.2: pH 1 2.1: chloroformic acid ethyl ester; triethylamine / chloroform / 1 h / -15 °C 2.2: 1 h / -15 - 20 °C 3.1: trifluoroacetic acid / 1,2-dichloro-ethane / 3 h / 20 °C 4.1: t-butyldimethylsiyl triflate; triethylamine / dichloromethane / 1.5 h / -78 °C / Inert atmosphere 4.2: 48 h / 60 °C 5.1: potassium tri-sec-butyl-borohydride / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 6.1: 4-bromooctafluorobutanetriethoxysilane; zinc diacetate / tetrahydrofuran / 8 h / 40 °C / Inert atmosphere View Scheme

参考文献

Organic Letters, , vol. 14, # 11 p. 2714 - 2717

1378372-27-0

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357-70-0加兰他敏

反应条件

1.1: trifluoroacetic acid / 1,2-dichloro-ethane / 3 h / 20 °C 2.1: t-butyldimethylsiyl triflate; triethylamine / dichloromethane / 1.5 h / -78 °C / Inert atmosphere 2.2: 48 h / 60 °C 3.1: potassium tri-sec-butyl-borohydride / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 4.1: 4-bromooctafluorobutanetriethoxysilane; zinc diacetate / tetrahydrofuran / 8 h / 40 °C / Inert atmosphere View Scheme

参考文献

Organic Letters, , vol. 14, # 11 p. 2714 - 2717

1378372-28-1

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357-70-0加兰他敏

反应条件

1.1: t-butyldimethylsiyl triflate; triethylamine / dichloromethane / 1.5 h / -78 °C / Inert atmosphere 1.2: 48 h / 60 °C 2.1: potassium tri-sec-butyl-borohydride / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 3.1: 4-bromooctafluorobutanetriethoxysilane; zinc diacetate / tetrahydrofuran / 8 h / 40 °C / Inert atmosphere View Scheme

参考文献

Organic Letters, , vol. 14, # 11 p. 2714 - 2717

1378372-29-2

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357-70-0加兰他敏

反应条件

1: potassium tri-sec-butyl-borohydride / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 2: 4-bromooctafluorobutanetriethoxysilane; zinc diacetate / tetrahydrofuran / 8 h / 40 °C / Inert atmosphere View Scheme

参考文献

Organic Letters, , vol. 14, # 11 p. 2714 - 2717

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