(1R,2R)-2-(4-溴苯甲酰基)-环戊烷羧酸甲酯合成路线 （共 7 条）
反应条件
1: With sodium hydrogencarbonate in DMF (N,N-dimethyl-formamide)
T=20°C;
2: With hydrogenchloride in DMF (N,N-dimethyl-formamide); water
T=15°C; pH=< 7; 1 h;
参考文献
Bayer Pharmaceuticals Corporation
Patent: US2004/224997 A1, 2004 ;
Location in patent: Page 24 ;
反应条件
1: potassium hydroxide / tetrahydrofuran; methanol; water / 46 h / 20 °C / Cooling
2: S-(-)-N-methyl-alpha-methylbenzylamine / isopropanol acetate / 20 - 23 °C / Resolution of racemate
3: sodium hydrogencarbonate / N,N-dimethyl-formamide
View Scheme
参考文献
Ravn, Matthew M.; Wagaw, Seble H.; Engstrom, Kenneth M.; Mei, Jianzhang; Kotecki, Brian; Souers, Andrew J.; Kym, Philip R.; Judd, Andrew S.; Zhao, Gang
Organic Process Research and Development, 2010 , vol. 14, # 2 p. 417 - 424
反应条件
1: N-ethyl-N,N-diisopropylamine; magnesium chloride / dichloromethane / 24 h / 22 °C
2: DBDMH; trifluoroacetic acid / acetonitrile / 17 h / 60 °C
3: potassium hydroxide / tetrahydrofuran; methanol; water / 46 h / 20 °C / Cooling
4: S-(-)-N-methyl-alpha-methylbenzylamine / isopropanol acetate / 20 - 23 °C / Resolution of racemate
5: sodium hydrogencarbonate / N,N-dimethyl-formamide
View Scheme
参考文献
Ravn, Matthew M.; Wagaw, Seble H.; Engstrom, Kenneth M.; Mei, Jianzhang; Kotecki, Brian; Souers, Andrew J.; Kym, Philip R.; Judd, Andrew S.; Zhao, Gang
Organic Process Research and Development, 2010 , vol. 14, # 2 p. 417 - 424
反应条件
1: bromine / chloroform
2: thionyl chloride
3: AlCl3, aluminium chloride
4: sodium hydroxide
5: S-(-)-N-methyl-alpha-methylbenzylamine / isopropanol acetate / 20 - 23 °C / Resolution of racemate
6: sodium hydrogencarbonate / N,N-dimethyl-formamide
View Scheme
参考文献
Ravn, Matthew M.; Wagaw, Seble H.; Engstrom, Kenneth M.; Mei, Jianzhang; Kotecki, Brian; Souers, Andrew J.; Kym, Philip R.; Judd, Andrew S.; Zhao, Gang
Organic Process Research and Development, 2010 , vol. 14, # 2 p. 417 - 424
反应条件
1: N-ethyl-N,N-diisopropylamine; magnesium chloride / dichloromethane / 24 h / 22 °C
2: DBDMH; trifluoroacetic acid / acetonitrile / 17 h / 60 °C
3: potassium hydroxide / tetrahydrofuran; methanol; water / 46 h / 20 °C / Cooling
4: S-(-)-N-methyl-alpha-methylbenzylamine / isopropanol acetate / 20 - 23 °C / Resolution of racemate
5: sodium hydrogencarbonate / N,N-dimethyl-formamide
View Scheme
参考文献
Ravn, Matthew M.; Wagaw, Seble H.; Engstrom, Kenneth M.; Mei, Jianzhang; Kotecki, Brian; Souers, Andrew J.; Kym, Philip R.; Judd, Andrew S.; Zhao, Gang
Organic Process Research and Development, 2010 , vol. 14, # 2 p. 417 - 424
反应条件
1: tetrakis(triphenylphosphine) palladium(0); potassium fluoride / ethanol; water; N,N-dimethyl-formamide; toluene
2: iron; ammonium chloride
View Scheme
参考文献
Ravn, Matthew M.; Wagaw, Seble H.; Engstrom, Kenneth M.; Mei, Jianzhang; Kotecki, Brian; Souers, Andrew J.; Kym, Philip R.; Judd, Andrew S.; Zhao, Gang
Organic Process Research and Development, 2010 , vol. 14, # 2 p. 417 - 424
反应条件
potassium fluoride; tetrakis(triphenylphosphine) palladium(0) in ethylene glycol dimethyl ether; ethanol; water; toluene
T=90°C;
参考文献
ABBOTT LABORATORIES
Patent: WO2007/137107 A2, 2007 ;
Location in patent: Page/Page column 57 ;
