(S)-1-N-叔丁氧羰基-2,3-二氢-2-吡咯甲酸乙酯合成路线 (共 14 条)
反应条件
1: With lithium triethylborohydride in tetrahydrofuran; toluene T=-70°C; 0.5 h; 2: With 4-(N,N-dimethlyamino)pyridine; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride in tetrahydrofuran; toluene T=-70 - 20°C; 2 h;
参考文献
Yu, Jurong; Truc, Vu; Riebel, Peter; Hierl, Elizabeth; Mudryk, Boguslaw
Tetrahedron Letters, 2005 , vol. 46, # 23 p. 4011 - 4013
反应条件
N,N,N',N',N'',N''-hexamethylphosphoric triamide T=160 - 180°C;
参考文献
Dieter, R. Karl; Sharma, Ram R.
Journal of Organic Chemistry, 1996 , vol. 61, # 12 p. 4180 - 4184
反应条件
ammonium chloride T=150°C; P=20 - 100 Torr; Yield given;
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 8, # 16 p. 2123 - 2128
反应条件
1: 4-(N,N-dimethlyamino)pyridine 2: lithium triethylborohydride / toluene / -70 - -60 °C 3: 4-(N,N-dimethlyamino)pyridine; trifluoroacetic anhydride; N-ethyl-N,N-diisopropylamine View Scheme
参考文献
Bioorganic and Medicinal Chemistry, , vol. 22, # 4 p. 1383 - 1393
反应条件
1: 4-(N,N-dimethlyamino)pyridine 2: lithium triethylborohydride / toluene / -70 - -60 °C 3: 4-(N,N-dimethlyamino)pyridine; trifluoroacetic anhydride; N-ethyl-N,N-diisopropylamine View Scheme
参考文献
Bioorganic and Medicinal Chemistry, , vol. 22, # 4 p. 1383 - 1393
反应条件
1: water; lithium hydroxide hydrate / ethanol 2: ammonia; N-ethyl-N,N-diisopropylamine; methanesulfonyl chloride / tetrahydrofuran 3: diethylzinc / ethylene glycol dimethyl ether; dichloromethane / -30 - 20 °C View Scheme
参考文献
Dong, Jizhe; Gong, Yanchun; Liu, Jun; Chen, Xiangfeng; Wen, Xiaoan; Sun, Hongbin
Bioorganic and Medicinal Chemistry, 2014 , vol. 22, # 4 p. 1383 - 1393
反应条件
1: 65 percent / Et2Zn / 1,2-dichloro-ethane; hexane / a) 0 deg C, 30 min, b) RT, 6 h 2: DMAP, Et3N / CH2Cl2 3: 1.) aq. LiOH, 2.) HCO2H / 1.) MeOH View Scheme
参考文献
Hanessian, Stephen; Reinhold, Ulrich; Saulnier, Michel; Claridge, Stephen
Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 16 p. 2123 - 2128
反应条件
diethylzinc in tetrahydrofuran; 1,2-dichloro-ethane T=-15°C; 18.5 h;
参考文献
ALANTOS PHARMACEUTICALS, INC.
Patent: WO2006/116157 A2, 2006 ;
Location in patent: Page/Page column 114-115 ;
WO 2006/116157 A2
反应条件
diethylzinc in ethylene glycol dimethyl ether; dichloromethane; toluene T=-30 - 20°C; Simmons-Smith Cyclopropanation;
参考文献
Pan, Weidong; Lahue, Brian R.; Ma, Yao; Nair, Latha G.; Shipps Jr., Gerald W.; Wang, Yaolin; Doll, Ronald; Bogen, Stephane L.
Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 8 p. 1983 - 1986
反应条件
1: diiodomethane With diethylzinc; trifluoroacetic acid in hexane; dichloromethane T=0°C; 0.666667 h; 2: BMS-404764 in hexane; dichloromethane T=0 - 20°C; 2.58333 h; 3: With triethylamine in hexane; dichloromethane T=0°C; 14 h;
参考文献
ACTELION PHARMACEUTICALS LTD
Patent: WO2008/81399 A2, 2008 ;
Location in patent: Page/Page column 85 ;
WO 2008/081399 A2