(5S)-5,7-二-{[叔-丁基二甲基硅烷基)氧基]}-4,4-二甲基庚烷-3-酮合成路线 (共 50 条)
反应条件
1: 100 percent / pyridinium chloroformate/basic alumina / CH2Cl2 / 20 h / 20 °C
2: 98 percent / diethyl ether; tetrahydrofuran / 2 h / -78 °C
3: 98 percent / pyridinium chlorochromate/basic alumina / CH2Cl2 / 20 h / 20 °C
View Scheme
参考文献
Storer, R. Ian; Takemoto, Toshiyasu; Jackson, Philip S.; Brown, Dearg S.; Baxendale, Ian R.; Ley, Steven V.
Chemistry - A European Journal, 2004 , vol. 10, # 10 p. 2529 - 2547
反应条件
1: 98 percent / diethyl ether; tetrahydrofuran / 2 h / -78 °C
2: 98 percent / pyridinium chlorochromate/basic alumina / CH2Cl2 / 20 h / 20 °C
View Scheme
参考文献
Storer, R. Ian; Takemoto, Toshiyasu; Jackson, Philip S.; Brown, Dearg S.; Baxendale, Ian R.; Ley, Steven V.
Chemistry - A European Journal, 2004 , vol. 10, # 10 p. 2529 - 2547
反应条件
1.1: 87 percent / pyridinium chlorochromate/basic alumina / CH2Cl2 / 1 h / 20 °C
2.1: 77 percent / BH3*THF / tetrahydrofuran / 0.25 h / 20 °C
3.1: 100 percent / diethylamino-polystyrene / CH2Cl2 / 2.5 h / 0 °C
4.1: 100 percent / pentane / 3.5 h / 0 °C
5.1: LDA / hexane; tetrahydrofuran / 0.17 h / -78 - -15 °C
5.2: 94 percent / hexane; tetrahydrofuran / 2 h / -78 - -40 °C
View Scheme
参考文献
Storer, R. Ian; Takemoto, Toshiyasu; Jackson, Philip S.; Brown, Dearg S.; Baxendale, Ian R.; Ley, Steven V.
Chemistry - A European Journal, 2004 , vol. 10, # 10 p. 2529 - 2547
反应条件
1: 76 percent / lithium hydroxide; hydrogen peroxide / tetrahydrofuran; H2O / 4 h / 20 °C
2: 71 percent / borane-dimethyl sulfide; trimethyl borate / tetrahydrofuran / 9 h / 0 - 15 °C
3: 72 percent / imidazole / CH2Cl2 / 3 h / 0 °C
View Scheme
参考文献
Jung, Jae-Chul; Kache, Rajashaker; Vines, Kimberly K.; Zheng, Yan-Song; Bijoy, Panicker; Valluri, Muralikrishna; Avery, Mitchell A.
Journal of Organic Chemistry, 2004 , vol. 69, # 26 p. 9269 - 9284
反应条件
1: 95 percent / 2,6-lutidine / CH2Cl2 / 1 h / 0 °C
2: 76 percent / lithium hydroxide; hydrogen peroxide / tetrahydrofuran; H2O / 4 h / 20 °C
3: 71 percent / borane-dimethyl sulfide; trimethyl borate / tetrahydrofuran / 9 h / 0 - 15 °C
4: 72 percent / imidazole / CH2Cl2 / 3 h / 0 °C
View Scheme
参考文献
Jung, Jae-Chul; Kache, Rajashaker; Vines, Kimberly K.; Zheng, Yan-Song; Bijoy, Panicker; Valluri, Muralikrishna; Avery, Mitchell A.
Journal of Organic Chemistry, 2004 , vol. 69, # 26 p. 9269 - 9284
反应条件
1.1: 73 percent / polymer-supported-1,5,7-triazabicyclo[4.4.0]dec-5-ene / CH2Cl2 / 5 h / 20 °C
2.1: BH3*THF / tetrahydrofuran / 20 h / 20 °C
2.2: 850 mg / polymer-supported triethylamine carbonate; aq. H2O2; polymer-supported trimethylamine thiosulfate / tetrahydrofuran; methanol
3.1: 98 percent / morpholinomethyl polystyrene / CH2Cl2 / 20 h / 20 °C
4.1: 77 percent / DIBAL-H / hexane; tetrahydrofuran / 1 h / -78 °C
5.1: 100 percent / pyridinium chloroformate/basic alumina / CH2Cl2 / 20 h / 20 °C
6.1: 98 percent / diethyl ether; tetrahydrofuran / 2 h / -78 °C
7.1: 98 percent / pyridinium chlorochromate/basic alumina / CH2Cl2 / 20 h / 20 °C
View Scheme
参考文献
Storer, R. Ian; Takemoto, Toshiyasu; Jackson, Philip S.; Brown, Dearg S.; Baxendale, Ian R.; Ley, Steven V.
Chemistry - A European Journal, 2004 , vol. 10, # 10 p. 2529 - 2547
反应条件
1.1: BH3*THF / tetrahydrofuran / 20 h / 20 °C
1.2: 850 mg / polymer-supported triethylamine carbonate; aq. H2O2; polymer-supported trimethylamine thiosulfate / tetrahydrofuran; methanol
2.1: 98 percent / morpholinomethyl polystyrene / CH2Cl2 / 20 h / 20 °C
3.1: 77 percent / DIBAL-H / hexane; tetrahydrofuran / 1 h / -78 °C
4.1: 100 percent / pyridinium chloroformate/basic alumina / CH2Cl2 / 20 h / 20 °C
5.1: 98 percent / diethyl ether; tetrahydrofuran / 2 h / -78 °C
6.1: 98 percent / pyridinium chlorochromate/basic alumina / CH2Cl2 / 20 h / 20 °C
View Scheme
参考文献
Storer, R. Ian; Takemoto, Toshiyasu; Jackson, Philip S.; Brown, Dearg S.; Baxendale, Ian R.; Ley, Steven V.
Chemistry - A European Journal, 2004 , vol. 10, # 10 p. 2529 - 2547
反应条件
1.1: 100 percent / diethylamino-polystyrene / CH2Cl2 / 2.5 h / 0 °C
2.1: 100 percent / pentane / 3.5 h / 0 °C
3.1: LDA / hexane; tetrahydrofuran / 0.17 h / -78 - -15 °C
3.2: 94 percent / hexane; tetrahydrofuran / 2 h / -78 - -40 °C
View Scheme
参考文献
Storer, R. Ian; Takemoto, Toshiyasu; Jackson, Philip S.; Brown, Dearg S.; Baxendale, Ian R.; Ley, Steven V.
Chemistry - A European Journal, 2004 , vol. 10, # 10 p. 2529 - 2547
反应条件
1: 98 percent / morpholinomethyl polystyrene / CH2Cl2 / 20 h / 20 °C
2: 77 percent / DIBAL-H / hexane; tetrahydrofuran / 1 h / -78 °C
3: 100 percent / pyridinium chloroformate/basic alumina / CH2Cl2 / 20 h / 20 °C
4: 98 percent / diethyl ether; tetrahydrofuran / 2 h / -78 °C
5: 98 percent / pyridinium chlorochromate/basic alumina / CH2Cl2 / 20 h / 20 °C
View Scheme
参考文献
Storer, R. Ian; Takemoto, Toshiyasu; Jackson, Philip S.; Brown, Dearg S.; Baxendale, Ian R.; Ley, Steven V.
Chemistry - A European Journal, 2004 , vol. 10, # 10 p. 2529 - 2547
反应条件
1: 77 percent / DIBAL-H / hexane; tetrahydrofuran / 1 h / -78 °C
2: 100 percent / pyridinium chloroformate/basic alumina / CH2Cl2 / 20 h / 20 °C
3: 98 percent / diethyl ether; tetrahydrofuran / 2 h / -78 °C
4: 98 percent / pyridinium chlorochromate/basic alumina / CH2Cl2 / 20 h / 20 °C
View Scheme
参考文献
Storer, R. Ian; Takemoto, Toshiyasu; Jackson, Philip S.; Brown, Dearg S.; Baxendale, Ian R.; Ley, Steven V.
Chemistry - A European Journal, 2004 , vol. 10, # 10 p. 2529 - 2547