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乙二醇
甲醛
63148-62-9
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丁酮
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
Bastadin 5
合成路线
（共 20 条）
845784-31-8
→
反应条件
79067-75-7
Bastadin 5
反应条件
methyl-phenyl-thioether; boron tribromide in dichloromethane T=0 - 20°C; 1 h;
参考文献
Couladouros, Elias A.; Pitsinos, Emmanuel N.; Moutsos, Vassilios I.; Sarakinos, Georgios
Chemistry - A European Journal, 2005 , vol. 11, # 1 p. 406 - 421
77251-51-5
→
反应条件
79067-75-7
Bastadin 5
反应条件
1.1: K2CO3; pyridine / 1 h / 20 °C 1.2: 85 percent / 4 h / 90 °C 2.1: 98 percent / NaBH4 / methanol; tetrahydrofuran / 0.5 h / 0 °C 3.1: PPh3; I2; imidazole / tetrahydrofuran / 0.5 h / 20 °C 4.1: dimethylformamide / 0.5 h / 40 °C 5.1: 98 percent / H2 / Pd/C / dioxane / 12 h / 20 °C 6.1: CoCl2*6H2O; NaBH4 / methanol / 0 °C 6.2: i-Pr2NEt; 1-hydroxybenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / CH2Cl2; dimethylformamide / 0 - 20 °C 7.1: 75 percent / N-bromosuccinimide / acetonitrile / 2 h / 0 °C 8.1: aq. LiOH / methanol; tetrahydrofuran / 5 h / 0 °C 9.1: TFA / CH2Cl2 / 0 °C 10.1: i-Pr2NEt; PyBOP / CH2Cl2; dimethylformamide / 25 h / 0 - 20 °C 11.1: 43 percent / BBr3; thioanisole / CH2Cl2 / 1 h / 0 - 20 °C View Scheme
参考文献
Couladouros, Elias A.; Pitsinos, Emmanuel N.; Moutsos, Vassilios I.; Sarakinos, Georgios
Chemistry - A European Journal, 2005 , vol. 11, # 1 p. 406 - 421
705932-33-8
→
反应条件
79067-75-7
Bastadin 5
反应条件
1.1: 97 percent / piperidine; Ac2O / tetrahydrofuran / 24 h / 80 °C 2.1: 83 percent / NaBH4 / methanol; acetonitrile / 4 h / 0 - 20 °C 3.1: 87 percent / NaOMe; BuONO / methanol / 48 h / 0 °C 4.1: imidazole; K2CO3 / dimethylformamide / 0.5 h / 0 °C 4.2: 88 percent / dimethylformamide / 12 h / 0 - 20 °C 5.1: 99 percent / aq. HCl / tetrahydrofuran / 20 °C 6.1: 89 percent / imidazole / dimethylformamide / 11 h / 0 - 20 °C 7.1: TEMPO; KBr; aq. NaOCl / NaHCO3 / CH2Cl2 / 1 h / 0 °C 8.1: pyridine / ethanol / 20 °C 9.1: 11 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C 10.1: 98 percent / TEMPO; aq. KBr; NaOCl / NaHCO3 / acetonitrile / 2 h / 0 °C 11.1: 96 percent / TFA; pentamethylbenzene / 2.5 h / 0 - 20 °C 12.1: 100 percent / NBS / acetonitrile / 1 h / 0 °C 13.1: CoCl2*6H2O; NaBH4 / methanol / 0 °C 13.2: i-Pr2NEt; 1-hydroxybenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / CH2Cl2; dimethylformamide / 0 - 20 °C 14.1: 75 percent / N-bromosuccinimide / acetonitrile / 2 h / 0 °C 15.1: aq. LiOH / methanol; tetrahydrofuran / 5 h / 0 °C 16.1: TFA / CH2Cl2 / 0 °C 17.1: i-Pr2NEt; PyBOP / CH2Cl2; dimethylformamide / 25 h / 0 - 20 °C 18.1: 43 percent / BBr3; thioanisole / CH2Cl2 / 1 h / 0 - 20 °C View Scheme
参考文献
Couladouros, Elias A.; Pitsinos, Emmanuel N.; Moutsos, Vassilios I.; Sarakinos, Georgios
Chemistry - A European Journal, 2005 , vol. 11, # 1 p. 406 - 421
845784-37-4
→
反应条件
79067-75-7
Bastadin 5
反应条件
1.1: 87 percent / NaOMe; BuONO / methanol / 48 h / 0 °C 2.1: imidazole; K2CO3 / dimethylformamide / 0.5 h / 0 °C 2.2: 88 percent / dimethylformamide / 12 h / 0 - 20 °C 3.1: 99 percent / aq. HCl / tetrahydrofuran / 20 °C 4.1: 89 percent / imidazole / dimethylformamide / 11 h / 0 - 20 °C 5.1: TEMPO; KBr; aq. NaOCl / NaHCO3 / CH2Cl2 / 1 h / 0 °C 6.1: pyridine / ethanol / 20 °C 7.1: 11 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C 8.1: 98 percent / TEMPO; aq. KBr; NaOCl / NaHCO3 / acetonitrile / 2 h / 0 °C 9.1: 96 percent / TFA; pentamethylbenzene / 2.5 h / 0 - 20 °C 10.1: 100 percent / NBS / acetonitrile / 1 h / 0 °C 11.1: CoCl2*6H2O; NaBH4 / methanol / 0 °C 11.2: i-Pr2NEt; 1-hydroxybenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / CH2Cl2; dimethylformamide / 0 - 20 °C 12.1: 75 percent / N-bromosuccinimide / acetonitrile / 2 h / 0 °C 13.1: aq. LiOH / methanol; tetrahydrofuran / 5 h / 0 °C 14.1: TFA / CH2Cl2 / 0 °C 15.1: i-Pr2NEt; PyBOP / CH2Cl2; dimethylformamide / 25 h / 0 - 20 °C 16.1: 43 percent / BBr3; thioanisole / CH2Cl2 / 1 h / 0 - 20 °C View Scheme
参考文献
Couladouros, Elias A.; Pitsinos, Emmanuel N.; Moutsos, Vassilios I.; Sarakinos, Georgios
Chemistry - A European Journal, 2005 , vol. 11, # 1 p. 406 - 421
845784-36-3
→
反应条件
79067-75-7
Bastadin 5
反应条件
1.1: 83 percent / NaBH4 / methanol; acetonitrile / 4 h / 0 - 20 °C 2.1: 87 percent / NaOMe; BuONO / methanol / 48 h / 0 °C 3.1: imidazole; K2CO3 / dimethylformamide / 0.5 h / 0 °C 3.2: 88 percent / dimethylformamide / 12 h / 0 - 20 °C 4.1: 99 percent / aq. HCl / tetrahydrofuran / 20 °C 5.1: 89 percent / imidazole / dimethylformamide / 11 h / 0 - 20 °C 6.1: TEMPO; KBr; aq. NaOCl / NaHCO3 / CH2Cl2 / 1 h / 0 °C 7.1: pyridine / ethanol / 20 °C 8.1: 11 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C 9.1: 98 percent / TEMPO; aq. KBr; NaOCl / NaHCO3 / acetonitrile / 2 h / 0 °C 10.1: 96 percent / TFA; pentamethylbenzene / 2.5 h / 0 - 20 °C 11.1: 100 percent / NBS / acetonitrile / 1 h / 0 °C 12.1: CoCl2*6H2O; NaBH4 / methanol / 0 °C 12.2: i-Pr2NEt; 1-hydroxybenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / CH2Cl2; dimethylformamide / 0 - 20 °C 13.1: 75 percent / N-bromosuccinimide / acetonitrile / 2 h / 0 °C 14.1: aq. LiOH / methanol; tetrahydrofuran / 5 h / 0 °C 15.1: TFA / CH2Cl2 / 0 °C 16.1: i-Pr2NEt; PyBOP / CH2Cl2; dimethylformamide / 25 h / 0 - 20 °C 17.1: 43 percent / BBr3; thioanisole / CH2Cl2 / 1 h / 0 - 20 °C View Scheme
参考文献
Couladouros, Elias A.; Pitsinos, Emmanuel N.; Moutsos, Vassilios I.; Sarakinos, Georgios
Chemistry - A European Journal, 2005 , vol. 11, # 1 p. 406 - 421
250284-80-1
→
反应条件
79067-75-7
Bastadin 5
反应条件
1.1: imidazole; K2CO3 / dimethylformamide / 1 h / 20 °C 1.2: 98 percent / dimethylformamide / 6 h / 80 °C 2.1: 97 percent / piperidine; Ac2O / tetrahydrofuran / 24 h / 80 °C 3.1: 83 percent / NaBH4 / methanol; acetonitrile / 4 h / 0 - 20 °C 4.1: 87 percent / NaOMe; BuONO / methanol / 48 h / 0 °C 5.1: imidazole; K2CO3 / dimethylformamide / 0.5 h / 0 °C 5.2: 88 percent / dimethylformamide / 12 h / 0 - 20 °C 6.1: 99 percent / aq. HCl / tetrahydrofuran / 20 °C 7.1: 89 percent / imidazole / dimethylformamide / 11 h / 0 - 20 °C 8.1: TEMPO; KBr; aq. NaOCl / NaHCO3 / CH2Cl2 / 1 h / 0 °C 9.1: pyridine / ethanol / 20 °C 10.1: 11 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C 11.1: 98 percent / TEMPO; aq. KBr; NaOCl / NaHCO3 / acetonitrile / 2 h / 0 °C 12.1: 96 percent / TFA; pentamethylbenzene / 2.5 h / 0 - 20 °C 13.1: 100 percent / NBS / acetonitrile / 1 h / 0 °C 14.1: CoCl2*6H2O; NaBH4 / methanol / 0 °C 14.2: i-Pr2NEt; 1-hydroxybenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / CH2Cl2; dimethylformamide / 0 - 20 °C 15.1: 75 percent / N-bromosuccinimide / acetonitrile / 2 h / 0 °C 16.1: aq. LiOH / methanol; tetrahydrofuran / 5 h / 0 °C 17.1: TFA / CH2Cl2 / 0 °C 18.1: i-Pr2NEt; PyBOP / CH2Cl2; dimethylformamide / 25 h / 0 - 20 °C 19.1: 43 percent / BBr3; thioanisole / CH2Cl2 / 1 h / 0 - 20 °C View Scheme
参考文献
Couladouros, Elias A.; Pitsinos, Emmanuel N.; Moutsos, Vassilios I.; Sarakinos, Georgios
Chemistry - A European Journal, 2005 , vol. 11, # 1 p. 406 - 421
79067-76-8
→
反应条件
79067-75-7
Bastadin 5
反应条件
triethylsilane; trifluoroacetic acid T=25°C; 0.333333 h;
参考文献
Masuno, Makoto N.; Molinski, Tadeusz F.
Journal of Natural Products, 2003 , vol. 66, # 1 p. 112 - 114
845784-50-1
→
反应条件
79067-75-7
Bastadin 5
反应条件
1.1: 98 percent / NaBH4 / methanol; tetrahydrofuran / 0.5 h / 0 °C 2.1: PPh3; I2; imidazole / tetrahydrofuran / 0.5 h / 20 °C 3.1: dimethylformamide / 0.5 h / 40 °C 4.1: 98 percent / H2 / Pd/C / dioxane / 12 h / 20 °C 5.1: CoCl2*6H2O; NaBH4 / methanol / 0 °C 5.2: i-Pr2NEt; 1-hydroxybenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / CH2Cl2; dimethylformamide / 0 - 20 °C 6.1: 75 percent / N-bromosuccinimide / acetonitrile / 2 h / 0 °C 7.1: aq. LiOH / methanol; tetrahydrofuran / 5 h / 0 °C 8.1: TFA / CH2Cl2 / 0 °C 9.1: i-Pr2NEt; PyBOP / CH2Cl2; dimethylformamide / 25 h / 0 - 20 °C 10.1: 43 percent / BBr3; thioanisole / CH2Cl2 / 1 h / 0 - 20 °C View Scheme
参考文献
Couladouros, Elias A.; Pitsinos, Emmanuel N.; Moutsos, Vassilios I.; Sarakinos, Georgios
Chemistry - A European Journal, 2005 , vol. 11, # 1 p. 406 - 421
845784-51-2
→
反应条件
79067-75-7
Bastadin 5
反应条件
1.1: PPh3; I2; imidazole / tetrahydrofuran / 0.5 h / 20 °C 2.1: dimethylformamide / 0.5 h / 40 °C 3.1: 98 percent / H2 / Pd/C / dioxane / 12 h / 20 °C 4.1: CoCl2*6H2O; NaBH4 / methanol / 0 °C 4.2: i-Pr2NEt; 1-hydroxybenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / CH2Cl2; dimethylformamide / 0 - 20 °C 5.1: 75 percent / N-bromosuccinimide / acetonitrile / 2 h / 0 °C 6.1: aq. LiOH / methanol; tetrahydrofuran / 5 h / 0 °C 7.1: TFA / CH2Cl2 / 0 °C 8.1: i-Pr2NEt; PyBOP / CH2Cl2; dimethylformamide / 25 h / 0 - 20 °C 9.1: 43 percent / BBr3; thioanisole / CH2Cl2 / 1 h / 0 - 20 °C View Scheme
参考文献
Couladouros, Elias A.; Pitsinos, Emmanuel N.; Moutsos, Vassilios I.; Sarakinos, Georgios
Chemistry - A European Journal, 2005 , vol. 11, # 1 p. 406 - 421
845784-52-3
→
反应条件
79067-75-7
Bastadin 5
反应条件
1.1: 98 percent / H2 / Pd/C / dioxane / 12 h / 20 °C 2.1: CoCl2*6H2O; NaBH4 / methanol / 0 °C 2.2: i-Pr2NEt; 1-hydroxybenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / CH2Cl2; dimethylformamide / 0 - 20 °C 3.1: 75 percent / N-bromosuccinimide / acetonitrile / 2 h / 0 °C 4.1: aq. LiOH / methanol; tetrahydrofuran / 5 h / 0 °C 5.1: TFA / CH2Cl2 / 0 °C 6.1: i-Pr2NEt; PyBOP / CH2Cl2; dimethylformamide / 25 h / 0 - 20 °C 7.1: 43 percent / BBr3; thioanisole / CH2Cl2 / 1 h / 0 - 20 °C View Scheme
参考文献
Couladouros, Elias A.; Pitsinos, Emmanuel N.; Moutsos, Vassilios I.; Sarakinos, Georgios
Chemistry - A European Journal, 2005 , vol. 11, # 1 p. 406 - 421
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