(+)-2-乙氧基-4-(N-3-甲基-1(S)-(2-(1-哌啶基)苯基)-丁基)羰基甲基)合成路线 （共 29 条）
反应条件
sodium hydroxide in ethanol T=60°C; 4 h;
参考文献
Grell, Wolfgang; Hurnaus, Rudolf
Journal of Medicinal Chemistry, 1998 , vol. 41, # 26 p. 5219 - 5246
反应条件
in methanol; ethanol
参考文献
Dr. Karl Thomae GmbH
Patent: US5312924 A1, 1994 ;
反应条件
1: (2-ethoxy-4-ethoxycarbonyl-phenyl)acetic acid With 1,1'-carbonyldiimidazole in dichloromethane
2: (1S)-3-methyl-1-(2-piperidin-1-ylphenyl)butan-1-amine in dichloromethane
Product distribution / selectivity;
参考文献
Krka Tovarna Zdravil, D.D., Novo Mesto
Patent: EP2177221 A1, 2010 ;
Location in patent: Page/Page column 13 ;
反应条件
1: 68.9 g / NaBH4 / methanol / 10 - 15 °C
2: N-acetyl-L-glutamic acid / acetone
3: 80 percent / N,N-dicyclohexylcarbodiimide / CH2Cl2 / 20 °C
View Scheme
参考文献
Kolla, Naveenkumar; Elati, Chandrashekar R.; Vankawala, Pravinchandra J.; Gangula, Srinivas; Sajja, Eswaraiah; Anjaneyulu, Yerremilli; Bhattacharya, Apurba; Sundaram, Venkataraman; Mathad, Vijayavitthal T.
Chimia, 2006 , vol. 60, # 9 p. 593 - 597
反应条件
1: 84 percent / N-formyl-piperidine / 64 h / 160 - 170 °C
2: tetrahydrofuran; toluene / 3 h / Heating
3: 34 percent / toluene / 15 h / Ambient temperature
4: H2, NaOH, Et3N, Ti(OiPr)4 / Ru(OAc)2<(S)-BINAP> / methanol; CH2Cl2 / 170 h / 30 °C / 75006 Torr
5: aq. HCl / 5.5 h / Heating
6: 29 percent / PPh3, Et3N, CCl4 / acetonitrile / 15 h / Ambient temperature
View Scheme
参考文献
Grell, Wolfgang; Hurnaus, Rudolf
Journal of Medicinal Chemistry, 1998 , vol. 41, # 26 p. 5219 - 5246
反应条件
1: tetrahydrofuran; toluene / 3 h / Heating
2: 34 percent / toluene / 15 h / Ambient temperature
3: H2, NaOH, Et3N, Ti(OiPr)4 / Ru(OAc)2<(S)-BINAP> / methanol; CH2Cl2 / 170 h / 30 °C / 75006 Torr
4: aq. HCl / 5.5 h / Heating
5: 29 percent / PPh3, Et3N, CCl4 / acetonitrile / 15 h / Ambient temperature
View Scheme
参考文献
Grell, Wolfgang; Hurnaus, Rudolf
Journal of Medicinal Chemistry, 1998 , vol. 41, # 26 p. 5219 - 5246
反应条件
1: 84 percent / N-formyl-piperidine / 64 h / 160 - 170 °C
2: tetrahydrofuran; toluene / 3 h / Heating
3: 34 percent / toluene / 15 h / Ambient temperature
4: H2, NaOH, Et3N, Ti(OiPr)4 / Ru(OAc)2<(S)-BINAP> / methanol; CH2Cl2 / 170 h / 30 °C / 75006 Torr
5: aq. HCl / 5.5 h / Heating
6: 29 percent / PPh3, Et3N, CCl4 / acetonitrile / 15 h / Ambient temperature
View Scheme
参考文献
Grell, Wolfgang; Hurnaus, Rudolf
Journal of Medicinal Chemistry, 1998 , vol. 41, # 26 p. 5219 - 5246
反应条件
1: Ambient temperature
2: Ti(OiPr)4 / tetrahydrofuran; toluene / 60 h / 100 °C
3: H2, aq. HCl / 10 percent Pd/C / 5 h / 50 °C / 3750.3 Torr
4: 29 percent / PPh3, Et3N, CCl4 / acetonitrile / 15 h / Ambient temperature
View Scheme
参考文献
Grell, Wolfgang; Hurnaus, Rudolf
Journal of Medicinal Chemistry, 1998 , vol. 41, # 26 p. 5219 - 5246
反应条件
dicyclohexyl-carbodiimide in toluene
2 h; Ambient temperature;
参考文献
Grell, Wolfgang; Hurnaus, Rudolf
Journal of Medicinal Chemistry, 1998 , vol. 41, # 26 p. 5219 - 5246
反应条件
1: 63 percent / Et3N, TiCl4 / toluene / Ambient temperature
2: 76 percent / H2, Ti(O-iPr)4 / Raney-Ni / ethanol / 72 h / 50 °C / 150012 Torr
3: H2, aq. HCl / 10 percent Pd/C / H2O / 5 h / 50 °C / 3750.3 Torr
4: 29 percent / PPh3, Et3N, CCl4 / acetonitrile / 15 h / Ambient temperature
View Scheme
参考文献
Grell, Wolfgang; Hurnaus, Rudolf
Journal of Medicinal Chemistry, 1998 , vol. 41, # 26 p. 5219 - 5246
