Inhoffen Lythgoe diol合成路线 (共 42 条)
反应条件
1: 96 percent / Ph3P, imidazole, I2 / tetrahydrofuran / -20 deg C, 15 min then RT, 1.5 h 2: 90 percent / PDC / CH2Cl2 / 6 h / Ambient temperature View Scheme
参考文献
INSTYTUT FARMACEUTYCZNY
Patent: US2013/6003 A1, 2013 ;
反应条件
1: 96 percent / Ph3P, imidazole, I2 / tetrahydrofuran / -20 deg C, 15 min then RT, 1.5 h 2: 90 percent / PDC / CH2Cl2 / 6 h / Ambient temperature 3: 92 percent / LDA / tetrahydrofuran / 2 h / -78 °C View Scheme
参考文献
Sestelo, Jose Perez; Mascarenas, Jose L.; Castedo, Luis; Murino, Antonio
Journal of Organic Chemistry, 1993 , vol. 58, # 1 p. 118 - 123
反应条件
1: 96 percent / Ph3P, imidazole, I2 / tetrahydrofuran / -20 deg C, 15 min then RT, 1.5 h 2: 90 percent / PDC / CH2Cl2 / 6 h / Ambient temperature 3: 92 percent / LDA / tetrahydrofuran / 2 h / -78 °C 4: 65 percent / CuI, Zn / ethanol; H2O / 0.67 h / sonication 5: 86 percent / Et3N / (Ph3P)2PdCl2 / dimethylformamide / 1 h / 75 °C 6: 97 percent / quinoline, Lindlar catalyst, H2 / hexane / 8 h 7: 96 percent / 2,2,4-trimethyl-pentane / 5 h / Heating; in the dark 8: diethyl ether; tetrahydrofuran / 10 h / Ambient temperature 9: TBAF / tetrahydrofuran / 24 h / Ambient temperature; in the dark View Scheme
参考文献
Sestelo, Jose Perez; Mascarenas, Jose L.; Castedo, Luis; Murino, Antonio
Journal of Organic Chemistry, 1993 , vol. 58, # 1 p. 118 - 123
反应条件
4-(N,N-dimethlyamino)pyridine; triethylamine in dichloromethane T=0°C; 22 h;
参考文献
Wisconsin Alumni Research Foundation
Patent: US2007/66566 A1, 2007 ;
Location in patent: Page/Page column 4-5 ;
反应条件
1: DMAP / CH2Cl2 / 0 °C 2: 2,6-lutidine / CH2Cl2 / 0 °C View Scheme
参考文献
Fall, Yagamare; Barreiro, Candida; Fernandez, Carlos; Mourino, Antonio
Tetrahedron Letters, 2002 , vol. 43, # 8 p. 1433 - 1436
Title/Abstract Full Text View citing articles Show Details
Suarez, Pedro Lois; Gandara, Zoila; Gomez, Generosa; Fall, Yagamare
Tetrahedron Letters, 2004 , vol. 45, # 24 p. 4619 - 4621
反应条件
1: pyridine; 4-(N,N-dimethlyamino)pyridine / 20 °C 2: 2,6-dimethylpyridine / dichloromethane / -40 °C View Scheme
参考文献
Hatakeyama, Susumi; Yoshino, Madoka; Eto, Kohei; Takahashi, Keisuke; Ishihara, Jun; Ono, Yoshiyuki; Saito, Hitoshi; Kubodera, Noboru
Journal of Steroid Biochemistry and Molecular Biology, 2010 , vol. 121, # 1-2 p. 25 - 28
反应条件
1: 96 percent / Ph3P, imidazole, I2 / tetrahydrofuran / -20 deg C, 15 min then RT, 1.5 h 2: 90 percent / PDC / CH2Cl2 / 6 h / Ambient temperature 3: 92 percent / LDA / tetrahydrofuran / 2 h / -78 °C 4: 65 percent / CuI, Zn / ethanol; H2O / 0.67 h / sonication 5: 86 percent / Et3N / (Ph3P)2PdCl2 / dimethylformamide / 1 h / 75 °C 6: 97 percent / quinoline, Lindlar catalyst, H2 / hexane / 8 h 7: 96 percent / 2,2,4-trimethyl-pentane / 5 h / Heating; in the dark View Scheme
参考文献
Sestelo, Jose Perez; Mascarenas, Jose L.; Castedo, Luis; Murino, Antonio
Journal of Organic Chemistry, 1993 , vol. 58, # 1 p. 118 - 123
反应条件
1H-imidazole; iodine; triphenylphosphine in benzene T=20°C; Iodination; 3 h;
参考文献
Lee, Nancy E.; Williard, Paul G.; Brown, Alex J.; Campbell, Moray J.; Koeffler, H. Phillip; Peleg, Sara; Rao, D. Sunita; Reddy, G. Satyanarayana
Steroids, 2000 , vol. 65, # 5 p. 252 - 265
反应条件
Multi-step reaction with 2 steps 1: 93 percent / pyridine / 12 h / 0 °C2: 91 percent / dimethylsulfoxide / 2 h / 90 °C
参考文献
Fall, Yagamare; Torneiro, Mercedes; Castedo, Luis; Mourino, Antonio Tetrahedron, 1997 , vol. 53, # 13 p. 4703 - 4714
反应条件
Stage #1: With pyridine; 4-(N,N-dimethlyamino)pyridine T=0 - 4°C; 24 h; Stage #2: With methanol; potassium hydroxide T=20°C; 3 h; Show Experimental Procedure
参考文献
WISCONSIN ALUMNI RESEARCH FOUNDATION Patent: US2007/191316 A1, 2007 ; Location in patent: Page/Page column 8-9; 11-12 ;