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乙二醇
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63148-62-9
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二甲基亚砜
碳酸氢钠
471-34-1
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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
(±)-三尖杉碱
合成路线
(共 55 条)
38848-21-4
(±)-三尖杉碱
→
反应条件
26833-87-4
高三尖杉酯碱
反应条件
1: dicyclohexylcarbodiimide, DMAP / toluene / 6 h / 40 °C 2: HBr / CH2Cl2 / 3 h / -10 °C 3: NaHCO3 / methanol / 3 h View Scheme
参考文献
Robin, Jean-Pierre; Dhal, Robert; Dujardin, Gilles; Girodier, Laurent; Mevellec, Laurence; Poutot, Sandrine
Tetrahedron Letters, 1999 , vol. 40, # 15 p. 2931 - 2934
38750-57-1
→
反应条件
38848-21-4
(±)-三尖杉碱
反应条件
sodium tetrahydroborate in methanol 1.33333 h; Ambient temperature;
参考文献
Burkholder; Fuchs
Journal of the American Chemical Society, 1988 , vol. 110, # 7 p. 2341 - 2342
38848-25-8
→
反应条件
38848-21-4
(±)-三尖杉碱
反应条件
1: p-TsOH / dioxane / Heating 2: 97 percent / NaBH4 / methanol / -78 deg C then room temp. View Scheme
参考文献
Burkholder; Fuchs
Journal of the American Chemical Society, 1988 , vol. 110, # 7 p. 2341 - 2342
113668-90-9
→
反应条件
38848-21-4
(±)-三尖杉碱
反应条件
1: 88 percent / Et3N, trifluoracetic acid / dimethylsulfoxide; CH2Cl2 / -78 °C 2: p-TsOH / dioxane / Heating 3: 97 percent / NaBH4 / methanol / -78 deg C then room temp. View Scheme
参考文献
Burkholder; Fuchs
Journal of the American Chemical Society, 1988 , vol. 110, # 7 p. 2341 - 2342
113668-89-6
→
反应条件
38848-21-4
(±)-三尖杉碱
反应条件
1: 91 percent / 1N HCl / tetrahydrofuran / Ambient temperature 2: 75 percent / Et3N, trifluoracetic acid / dimethylsulfoxide; CH2Cl2 / -78 °C 3: p-TsOH / dioxane / Heating 4: 97 percent / NaBH4 / methanol / -78 deg C then room temp. View Scheme
参考文献
Burkholder; Fuchs
Journal of the American Chemical Society, 1988 , vol. 110, # 7 p. 2341 - 2342
113668-88-5
→
反应条件
38848-21-4
(±)-三尖杉碱
反应条件
1: BH3 / tetrahydrofuran; methanol / Heating 2: 99 percent / 1N HCl / tetrahydrofuran / Ambient temperature 3: 88 percent / Et3N, trifluoracetic acid / dimethylsulfoxide; CH2Cl2 / -78 °C 4: p-TsOH / dioxane / Heating 5: 97 percent / NaBH4 / methanol / -78 deg C then room temp. View Scheme
参考文献
Burkholder; Fuchs
Journal of the American Chemical Society, 1988 , vol. 110, # 7 p. 2341 - 2342
113668-87-4
→
反应条件
38848-21-4
(±)-三尖杉碱
反应条件
1: H2 / 10percent Pd/C / ethanol 2: BH3 / tetrahydrofuran; methanol / Heating 3: 91 percent / 1N HCl / tetrahydrofuran / Ambient temperature 4: 75 percent / Et3N, trifluoracetic acid / dimethylsulfoxide; CH2Cl2 / -78 °C 5: p-TsOH / dioxane / Heating 6: 97 percent / NaBH4 / methanol / -78 deg C then room temp. View Scheme
参考文献
Burkholder; Fuchs
Journal of the American Chemical Society, 1988 , vol. 110, # 7 p. 2341 - 2342
105064-21-9
→
反应条件
38848-21-4
(±)-三尖杉碱
反应条件
1: 1.) t-BuLi; / 1.) THF, -78 deg C; 2.) THF/HMPA, -78 deg C; 2: 77 percent / t-BuLi / tetrahydrofuran / -78 deg C then room temp. 4: H2 / 10percent Pd/C / ethanol 5: BH3 / tetrahydrofuran; methanol / Heating 6: 91 percent / 1N HCl / tetrahydrofuran / Ambient temperature 7: 75 percent / Et3N, trifluoracetic acid / dimethylsulfoxide; CH2Cl2 / -78 °C 8: p-TsOH / dioxane / Heating 9: 97 percent / NaBH4 / methanol / -78 deg C then room temp. View Scheme
参考文献
Burkholder; Fuchs
Journal of the American Chemical Society, 1988 , vol. 110, # 7 p. 2341 - 2342
113668-82-9
→
反应条件
38848-21-4
(±)-三尖杉碱
反应条件
1: 1.) t-BuLi; / 1.) THF, -78 deg C; 2.) THF/HMPA, -78 deg C; 2: 77 percent / t-BuLi / tetrahydrofuran / -78 deg C then room temp. 4: H2 / 10percent Pd/C / ethanol 5: BH3 / tetrahydrofuran; methanol / Heating 6: 91 percent / 1N HCl / tetrahydrofuran / Ambient temperature 7: 75 percent / Et3N, trifluoracetic acid / dimethylsulfoxide; CH2Cl2 / -78 °C 8: p-TsOH / dioxane / Heating 9: 97 percent / NaBH4 / methanol / -78 deg C then room temp. View Scheme
参考文献
Burkholder; Fuchs
Journal of the American Chemical Society, 1988 , vol. 110, # 7 p. 2341 - 2342
113668-84-1
→
反应条件
38848-21-4
(±)-三尖杉碱
反应条件
2: H2 / 10percent Pd/C / ethanol 3: BH3 / tetrahydrofuran; methanol / Heating 4: 91 percent / 1N HCl / tetrahydrofuran / Ambient temperature 5: 75 percent / Et3N, trifluoracetic acid / dimethylsulfoxide; CH2Cl2 / -78 °C 6: p-TsOH / dioxane / Heating 7: 97 percent / NaBH4 / methanol / -78 deg C then room temp. View Scheme
参考文献
Burkholder; Fuchs
Journal of the American Chemical Society, 1988 , vol. 110, # 7 p. 2341 - 2342
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