(2S,3S)-N-[(2-甲氧基苯基)甲基]-2-苯基-3-哌啶胺合成路线 （共 21 条）
反应条件
hydrogenchloride in methanol
T=20°C;
参考文献
Liu, Run-Hua; Fang, Kai; Wang, Bing; Xu, Ming-Hua; Lin, Guo-Qiang
Journal of Organic Chemistry, 2008 , vol. 73, # 8 p. 3307 - 3310
反应条件
hydrogenchloride; sodium hydroxide; acetic acid in ethanol; dichloromethane; water
参考文献
Pfizer INC
Patent: US6436961 B1, 2002 ;
US 6436961 B1
反应条件
sodium tris(acetoxy)borohydride in dichloromethane
T=20°C; 20 h; Inert atmosphere; enantioselective reaction;
参考文献
Sultane, Prakash R.; Bhat, Ramakrishna G.
Journal of Organic Chemistry, 2012 , vol. 77, # 24 p. 11349 - 11354
反应条件
1: 83 percent / bromocresol green; HCl; NaBH3CN / methanol / 16 h / 20 °C / pH 5
2: 88 percent / conc. HCl / methanol / 4 h
View Scheme
参考文献
Atobe, Masakazu; Yamazaki, Naoki; Kibayashi, Chihiro
Journal of Organic Chemistry, 2004 , vol. 69, # 17 p. 5595 - 5607
反应条件
1: CH2Cl2 / 12 h / 20 °C
2: H2 / Rh(acac)(CO)2; biphephos / tetrahydrofuran / 8 h / 65 °C / 3800 Torr
3: 10-camphorsulfonic acid / tetrahydrofuran / 9 h / 20 °C
4: 100 percent / H2 / palladium on carbon / ethanol / 12 h / 20 °C / 760 Torr
5: 4-(N,N-dimethylamino)pyridine / tetrahydrofuran / 6 h / 20 °C
6: 96 percent / sodium; naphthalene / tetrahydrofuran / 1 h / -78 °C
7: 87 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 18 h / 0 °C
8: 95 percent / trifluoroacetic acid; NaHCO3 / 2 h / 20 °C
View Scheme
参考文献
Oshitari, Tetsuta; Mandai, Tadakatsu
Synlett, 2006 , # 20 p. 3395 - 3398
反应条件
1: H2 / Rh(acac)(CO)2; biphephos / tetrahydrofuran / 8 h / 65 °C / 3800 Torr
2: 10-camphorsulfonic acid / tetrahydrofuran / 9 h / 20 °C
3: 100 percent / H2 / palladium on carbon / ethanol / 12 h / 20 °C / 760 Torr
4: 4-(N,N-dimethylamino)pyridine / tetrahydrofuran / 6 h / 20 °C
5: 96 percent / sodium; naphthalene / tetrahydrofuran / 1 h / -78 °C
6: 87 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 18 h / 0 °C
7: 95 percent / trifluoroacetic acid; NaHCO3 / 2 h / 20 °C
View Scheme
参考文献
Oshitari, Tetsuta; Mandai, Tadakatsu
Synlett, 2006 , # 20 p. 3395 - 3398
反应条件
1: 100 percent / H2 / palladium on carbon / ethanol / 12 h / 20 °C / 760 Torr
2: 4-(N,N-dimethylamino)pyridine / tetrahydrofuran / 6 h / 20 °C
3: 96 percent / sodium; naphthalene / tetrahydrofuran / 1 h / -78 °C
4: 87 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 18 h / 0 °C
5: 95 percent / trifluoroacetic acid; NaHCO3 / 2 h / 20 °C
View Scheme
参考文献
Oshitari, Tetsuta; Mandai, Tadakatsu
Synlett, 2006 , # 20 p. 3395 - 3398
反应条件
1: 97 percent / pyridine / 10 h / 20 °C
2: TFA / CH2Cl2 / 1 h / 20 °C
3: tetrahydrofuran / 2.5 h / 20 °C
4: 89 percent / dppp; 1,8-diazabicyclo[5.4.0]undec-7-ene / Pd2(dba)3 / dimethylsulfoxide / 4 h / 50 °C
5: ethylenediamine / 6 h / 160 °C
6: CH2Cl2 / 12 h / 20 °C
7: H2 / Rh(acac)(CO)2; biphephos / tetrahydrofuran / 8 h / 65 °C / 3800 Torr
8: 10-camphorsulfonic acid / tetrahydrofuran / 9 h / 20 °C
9: 100 percent / H2 / palladium on carbon / ethanol / 12 h / 20 °C / 760 Torr
10: 4-(N,N-dimethylamino)pyridine / tetrahydrofuran / 6 h / 20 °C
11: 96 percent / sodium; naphthalene / tetrahydrofuran / 1 h / -78 °C
12: 87 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 18 h / 0 °C
13: 95 percent / trifluoroacetic acid; NaHCO3 / 2 h / 20 °C
View Scheme
参考文献
Oshitari, Tetsuta; Mandai, Tadakatsu
Synlett, 2006 , # 20 p. 3395 - 3398
反应条件
1: TFA / CH2Cl2 / 1 h / 20 °C
2: tetrahydrofuran / 2.5 h / 20 °C
3: 89 percent / dppp; 1,8-diazabicyclo[5.4.0]undec-7-ene / Pd2(dba)3 / dimethylsulfoxide / 4 h / 50 °C
4: ethylenediamine / 6 h / 160 °C
5: CH2Cl2 / 12 h / 20 °C
6: H2 / Rh(acac)(CO)2; biphephos / tetrahydrofuran / 8 h / 65 °C / 3800 Torr
7: 10-camphorsulfonic acid / tetrahydrofuran / 9 h / 20 °C
8: 100 percent / H2 / palladium on carbon / ethanol / 12 h / 20 °C / 760 Torr
9: 4-(N,N-dimethylamino)pyridine / tetrahydrofuran / 6 h / 20 °C
10: 96 percent / sodium; naphthalene / tetrahydrofuran / 1 h / -78 °C
11: 87 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 18 h / 0 °C
12: 95 percent / trifluoroacetic acid; NaHCO3 / 2 h / 20 °C
View Scheme
参考文献
Oshitari, Tetsuta; Mandai, Tadakatsu
Synlett, 2006 , # 20 p. 3395 - 3398
反应条件
1: ethylenediamine / 6 h / 160 °C
2: CH2Cl2 / 12 h / 20 °C
3: H2 / Rh(acac)(CO)2; biphephos / tetrahydrofuran / 8 h / 65 °C / 3800 Torr
4: 10-camphorsulfonic acid / tetrahydrofuran / 9 h / 20 °C
5: 100 percent / H2 / palladium on carbon / ethanol / 12 h / 20 °C / 760 Torr
6: 4-(N,N-dimethylamino)pyridine / tetrahydrofuran / 6 h / 20 °C
7: 96 percent / sodium; naphthalene / tetrahydrofuran / 1 h / -78 °C
8: 87 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 18 h / 0 °C
9: 95 percent / trifluoroacetic acid; NaHCO3 / 2 h / 20 °C
View Scheme
参考文献
Oshitari, Tetsuta; Mandai, Tadakatsu
Synlett, 2006 , # 20 p. 3395 - 3398
