2-[4-[(2-乙基-5,7-二甲基咪唑并[5,4-b]吡啶-3-基)甲基]-2,6-二丙基苯氧基]-2-苯基乙酸合成路线 (共 14 条)
参考文献
Merck and Co., Inc.
Patent: US5374638 A1, 1994 ;
US 5374638 A
反应条件
1: 87 percent / K2CO3 / acetone / Heating 2: 94 percent / 2,6-di-tert-butyl-4-methylphenol (BHT) / various solvent(s) / Heating 3: 97 percent / Et3N, DMAP / CH2Cl2 4: 90 percent / H2 / 5percent Rh/C / ethanol 5: 92 percent / LiAlH4 / tetrahydrofuran / 0 - 20 °C 6: 82 percent / Ph3P, DEAD / tetrahydrofuran / 0 °C 7: 93 percent / n-Bu4NF / tetrahydrofuran 8: K2CO3 / acetone / Heating 9: 1 N aq. NaOH / methanol View Scheme
参考文献
Dhanoa; Bagley; Chang; Lotti; Chen; Kivlighn; Zingaro; Siegl; Chakravarty; Patchett; Greenlee
Journal of Medicinal Chemistry, 1993 , vol. 36, # 23 p. 3738 - 3742
反应条件
1: 90 percent / 2,6-di-tert-butyl-4-methylphenol (BHT) / various solvent(s) / Heating 2: 87 percent / K2CO3 / acetone / Heating 3: 94 percent / 2,6-di-tert-butyl-4-methylphenol (BHT) / various solvent(s) / Heating 4: 97 percent / Et3N, DMAP / CH2Cl2 5: 90 percent / H2 / 5percent Rh/C / ethanol 6: 92 percent / LiAlH4 / tetrahydrofuran / 0 - 20 °C 7: 82 percent / Ph3P, DEAD / tetrahydrofuran / 0 °C 8: 93 percent / n-Bu4NF / tetrahydrofuran 9: K2CO3 / acetone / Heating 10: 1 N aq. NaOH / methanol View Scheme
参考文献
Dhanoa; Bagley; Chang; Lotti; Chen; Kivlighn; Zingaro; Siegl; Chakravarty; Patchett; Greenlee
Journal of Medicinal Chemistry, 1993 , vol. 36, # 23 p. 3738 - 3742
反应条件
1: 89 percent / K2CO3 / acetone / Heating 2: 90 percent / 2,6-di-tert-butyl-4-methylphenol (BHT) / various solvent(s) / Heating 3: 87 percent / K2CO3 / acetone / Heating 4: 94 percent / 2,6-di-tert-butyl-4-methylphenol (BHT) / various solvent(s) / Heating 5: 97 percent / Et3N, DMAP / CH2Cl2 6: 90 percent / H2 / 5percent Rh/C / ethanol 7: 92 percent / LiAlH4 / tetrahydrofuran / 0 - 20 °C 8: 82 percent / Ph3P, DEAD / tetrahydrofuran / 0 °C 9: 93 percent / n-Bu4NF / tetrahydrofuran 10: K2CO3 / acetone / Heating 11: 1 N aq. NaOH / methanol View Scheme
参考文献
Dhanoa; Bagley; Chang; Lotti; Chen; Kivlighn; Zingaro; Siegl; Chakravarty; Patchett; Greenlee
Journal of Medicinal Chemistry, 1993 , vol. 36, # 23 p. 3738 - 3742
反应条件
1: H2SO4 / Heating 2: NBS, AIBN / CCl4 / Heating 3: Cs2CO3 / dimethylformamide 4: Ph3P, CBr4 / CH2Cl2 5: Cs2CO3 / dimethylformamide 6: 1 N aq. NaOH / methanol View Scheme
参考文献
Dhanoa; Bagley; Chang; Lotti; Chen; Kivlighn; Zingaro; Siegl; Chakravarty; Patchett; Greenlee
Journal of Medicinal Chemistry, 1993 , vol. 36, # 23 p. 3738 - 3742
反应条件
1: Cs2CO3 / dimethylformamide 2: Ph3P, CBr4 / CH2Cl2 3: Cs2CO3 / dimethylformamide 4: 1 N aq. NaOH / methanol View Scheme
参考文献
Dhanoa; Bagley; Chang; Lotti; Chen; Kivlighn; Zingaro; Siegl; Chakravarty; Patchett; Greenlee
Journal of Medicinal Chemistry, 1993 , vol. 36, # 23 p. 3738 - 3742
反应条件
1: HCl (gas) 2: Ph3P, CBr4 / CH2Cl2 / 0 - 20 °C 3: Cs2CO3 / dimethylformamide 4: Ph3P, CBr4 / CH2Cl2 5: Cs2CO3 / dimethylformamide 6: 1 N aq. NaOH / methanol View Scheme
参考文献
Dhanoa; Bagley; Chang; Lotti; Chen; Kivlighn; Zingaro; Siegl; Chakravarty; Patchett; Greenlee
Journal of Medicinal Chemistry, 1993 , vol. 36, # 23 p. 3738 - 3742
反应条件
1: KCN, 18-crown-6 / CH2Cl2 2: HCl (gas) 3: Ph3P, CBr4 / CH2Cl2 / 0 - 20 °C 4: Cs2CO3 / dimethylformamide 5: Ph3P, CBr4 / CH2Cl2 6: Cs2CO3 / dimethylformamide 7: 1 N aq. NaOH / methanol View Scheme
参考文献
Dhanoa; Bagley; Chang; Lotti; Chen; Kivlighn; Zingaro; Siegl; Chakravarty; Patchett; Greenlee
Journal of Medicinal Chemistry, 1993 , vol. 36, # 23 p. 3738 - 3742
反应条件
1: Cs2CO3 / dimethylformamide 2: Ph3P, CBr4 / CH2Cl2 3: Cs2CO3 / dimethylformamide 4: 1 N aq. NaOH / methanol View Scheme
参考文献
Dhanoa; Bagley; Chang; Lotti; Chen; Kivlighn; Zingaro; Siegl; Chakravarty; Patchett; Greenlee
Journal of Medicinal Chemistry, 1993 , vol. 36, # 23 p. 3738 - 3742
反应条件
1: Cs2CO3 / dimethylformamide 2: Ph3P, CBr4 / CH2Cl2 3: Cs2CO3 / dimethylformamide 4: 1 N aq. NaOH / methanol View Scheme
参考文献
Dhanoa; Bagley; Chang; Lotti; Chen; Kivlighn; Zingaro; Siegl; Chakravarty; Patchett; Greenlee
Journal of Medicinal Chemistry, 1993 , vol. 36, # 23 p. 3738 - 3742