2-[4-[3-[2,5-二氢-1-[(4-甲基苯基)甲基]-5-氧代-1H-1,2,4-T噻唑-3-基]丙基]苯氧基]-2-甲基-丙酸合成路线 （共 23 条）
反应条件
1: ethyl acetate / 20 °C
2: hydrogen; platinum(IV) oxide / tetrahydrofuran / 16 h / 20 °C / 2828.7 Torr
3: isopropyl alcohol / 16 h / 20 °C
4: methanesulfonic acid / toluene / 6 h / |Reflux
View Scheme
参考文献
Braden, Timothy M.; Coffey, D. Scott; Doecke, Christopher W.; LeTourneau, Michael E.; Martinelli, Michael J.; Meyer, Christopher L.; Miller, Richard D.; Pawlak, Joseph M.; Pedersen, Steven W.; Schmid, Christopher R.; Shaw, Bruce W.; Staszak, Michael A.; Vicenzi, Jeffrey T.
Organic Process Research and Development, 2007 , vol. 11, # 3 p. 431 - 440
反应条件
1.1: oxalyl dichloride / ethyl acetate; N,N-dimethyl-formamide / 0.5 h / 20 °C / |Large scale
2.1: pyridine / ethyl acetate / 1 h / 20 °C / |Large scale
3.1: camphor-10-sulfonic acid / ethyl acetate / 6 h / |Reflux; |Large scale
3.2: Amberlyst-15 resin / 1 h / |Reflux; |Large scale
4.1: sodium hydroxide / toluene; water / 5 h / 20 °C
View Scheme
参考文献
Braden, Timothy M.; Coffey, D. Scott; Doecke, Christopher W.; LeTourneau, Michael E.; Martinelli, Michael J.; Meyer, Christopher L.; Miller, Richard D.; Pawlak, Joseph M.; Pedersen, Steven W.; Schmid, Christopher R.; Shaw, Bruce W.; Staszak, Michael A.; Vicenzi, Jeffrey T.
Organic Process Research and Development, 2007 , vol. 11, # 3 p. 431 - 440
反应条件
1.1: sodium ethanolate / ethyl acetate; ethanol / 0.5 h / |Reflux
1.2: 1 h / |Reflux
2.1: oxalyl dichloride / ethyl acetate; N,N-dimethyl-formamide / 0.5 h / 20 °C / |Large scale
3.1: pyridine / ethyl acetate / 1 h / 20 °C / |Large scale
4.1: camphor-10-sulfonic acid / ethyl acetate / 6 h / |Reflux; |Large scale
4.2: Amberlyst-15 resin / 1 h / |Reflux; |Large scale
5.1: sodium hydroxide / toluene; water / 5 h / 20 °C
View Scheme
参考文献
Braden, Timothy M.; Coffey, D. Scott; Doecke, Christopher W.; LeTourneau, Michael E.; Martinelli, Michael J.; Meyer, Christopher L.; Miller, Richard D.; Pawlak, Joseph M.; Pedersen, Steven W.; Schmid, Christopher R.; Shaw, Bruce W.; Staszak, Michael A.; Vicenzi, Jeffrey T.
Organic Process Research and Development, 2007 , vol. 11, # 3 p. 431 - 440
反应条件
1.1: isopropyl alcohol / 16 h / 20 °C / |Large scale
2.1: dichloromethane / 20 h / |Reflux; |Large scale
3.1: pyridine / ethyl acetate / 1 h / 20 °C / |Large scale
4.1: camphor-10-sulfonic acid / ethyl acetate / 6 h / |Reflux; |Large scale
4.2: Amberlyst-15 resin / 1 h / |Reflux; |Large scale
5.1: sodium hydroxide / toluene; water / 5 h / 20 °C
View Scheme
参考文献
Braden, Timothy M.; Coffey, D. Scott; Doecke, Christopher W.; LeTourneau, Michael E.; Martinelli, Michael J.; Meyer, Christopher L.; Miller, Richard D.; Pawlak, Joseph M.; Pedersen, Steven W.; Schmid, Christopher R.; Shaw, Bruce W.; Staszak, Michael A.; Vicenzi, Jeffrey T.
Organic Process Research and Development, 2007 , vol. 11, # 3 p. 431 - 440
反应条件
1.1: camphor-10-sulfonic acid / ethyl acetate / 6 h / |Reflux; |Large scale
1.2: Amberlyst-15 resin / 1 h / |Reflux; |Large scale
2.1: sodium hydroxide / toluene; water / 5 h / 20 °C
View Scheme
参考文献
Braden, Timothy M.; Coffey, D. Scott; Doecke, Christopher W.; LeTourneau, Michael E.; Martinelli, Michael J.; Meyer, Christopher L.; Miller, Richard D.; Pawlak, Joseph M.; Pedersen, Steven W.; Schmid, Christopher R.; Shaw, Bruce W.; Staszak, Michael A.; Vicenzi, Jeffrey T.
Organic Process Research and Development, 2007 , vol. 11, # 3 p. 431 - 440
反应条件
1.1: dichloromethane / 20 h / |Reflux; |Large scale
2.1: pyridine / ethyl acetate / 1 h / 20 °C / |Large scale
3.1: camphor-10-sulfonic acid / ethyl acetate / 6 h / |Reflux; |Large scale
3.2: Amberlyst-15 resin / 1 h / |Reflux; |Large scale
4.1: sodium hydroxide / toluene; water / 5 h / 20 °C
View Scheme
参考文献
Braden, Timothy M.; Coffey, D. Scott; Doecke, Christopher W.; LeTourneau, Michael E.; Martinelli, Michael J.; Meyer, Christopher L.; Miller, Richard D.; Pawlak, Joseph M.; Pedersen, Steven W.; Schmid, Christopher R.; Shaw, Bruce W.; Staszak, Michael A.; Vicenzi, Jeffrey T.
Organic Process Research and Development, 2007 , vol. 11, # 3 p. 431 - 440
反应条件
1.1: isopropyl alcohol
2.1: pyridine / ethyl acetate / 1 h / 20 °C / |Large scale
3.1: camphor-10-sulfonic acid / ethyl acetate / 6 h / |Reflux; |Large scale
3.2: Amberlyst-15 resin / 1 h / |Reflux; |Large scale
4.1: sodium hydroxide / toluene; water / 5 h / 20 °C
View Scheme
参考文献
Braden, Timothy M.; Coffey, D. Scott; Doecke, Christopher W.; LeTourneau, Michael E.; Martinelli, Michael J.; Meyer, Christopher L.; Miller, Richard D.; Pawlak, Joseph M.; Pedersen, Steven W.; Schmid, Christopher R.; Shaw, Bruce W.; Staszak, Michael A.; Vicenzi, Jeffrey T.
Organic Process Research and Development, 2007 , vol. 11, # 3 p. 431 - 440
反应条件
1.1: hydrogen; palladium 10 on activated carbon / ethanol / 20 °C / 3345.86 Torr
2.1: isopropyl alcohol / 16 h / 20 °C
3.1: isopropyl alcohol
4.1: pyridine / ethyl acetate / 1 h / 20 °C / |Large scale
5.1: camphor-10-sulfonic acid / ethyl acetate / 6 h / |Reflux; |Large scale
5.2: Amberlyst-15 resin / 1 h / |Reflux; |Large scale
6.1: sodium hydroxide / toluene; water / 5 h / 20 °C
View Scheme
参考文献
Braden, Timothy M.; Coffey, D. Scott; Doecke, Christopher W.; LeTourneau, Michael E.; Martinelli, Michael J.; Meyer, Christopher L.; Miller, Richard D.; Pawlak, Joseph M.; Pedersen, Steven W.; Schmid, Christopher R.; Shaw, Bruce W.; Staszak, Michael A.; Vicenzi, Jeffrey T.
Organic Process Research and Development, 2007 , vol. 11, # 3 p. 431 - 440
反应条件
1.1: platinum on carbon; hydrogen / isopropyl alcohol; water / 8 h / 50 °C / 3345.86 Torr / |Autoclave; |Large scale
2.1: isopropyl alcohol / 16 h / 20 °C / |Large scale
3.1: dichloromethane / 20 h / |Reflux; |Large scale
4.1: pyridine / ethyl acetate / 1 h / 20 °C / |Large scale
5.1: camphor-10-sulfonic acid / ethyl acetate / 6 h / |Reflux; |Large scale
5.2: Amberlyst-15 resin / 1 h / |Reflux; |Large scale
6.1: sodium hydroxide / toluene; water / 5 h / 20 °C
View Scheme
参考文献
Braden, Timothy M.; Coffey, D. Scott; Doecke, Christopher W.; LeTourneau, Michael E.; Martinelli, Michael J.; Meyer, Christopher L.; Miller, Richard D.; Pawlak, Joseph M.; Pedersen, Steven W.; Schmid, Christopher R.; Shaw, Bruce W.; Staszak, Michael A.; Vicenzi, Jeffrey T.
Organic Process Research and Development, 2007 , vol. 11, # 3 p. 431 - 440
反应条件
1: ethyl acetate / 20 °C
2: hydrogen; platinum(IV) oxide / tetrahydrofuran / 16 h / 20 °C / 2828.7 Torr
3: isopropyl alcohol / 16 h / 20 °C
4: toluene-4-sulfonic acid / toluene / 4 h / |Reflux
View Scheme
参考文献
Braden, Timothy M.; Coffey, D. Scott; Doecke, Christopher W.; LeTourneau, Michael E.; Martinelli, Michael J.; Meyer, Christopher L.; Miller, Richard D.; Pawlak, Joseph M.; Pedersen, Steven W.; Schmid, Christopher R.; Shaw, Bruce W.; Staszak, Michael A.; Vicenzi, Jeffrey T.
Organic Process Research and Development, 2007 , vol. 11, # 3 p. 431 - 440
