N-叔丁氧羰基-4-(4-羟基苯基)-(3S,4S)-3-哌啶醇合成路线 （共 10 条）
反应条件
1: 92 percent / AD-mix-α; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 0 - 20 °C
2: TBAF / tetrahydrofuran / 0 - 20 °C
3: 1.10 g / Raney Ni / ethanol / 4 h / Heating
View Scheme
参考文献
Bursavich; West; Rich
Organic letters, 2001 , vol. 3, # 15 p. 2317 - 2320
反应条件
1: TBAF / tetrahydrofuran / 0 - 20 °C
2: 1.10 g / Raney Ni / ethanol / 4 h / Heating
View Scheme
参考文献
Bursavich; West; Rich
Organic letters, 2001 , vol. 3, # 15 p. 2317 - 2320
反应条件
NaHSO4; triethylamine in methanol; dichloromethane; water; pentane
参考文献
Hoffmann-La Roche Inc.
Patent: US6274735 B1, 2001 ;
反应条件
1.1: n-BuLi / various solvent(s); tetrahydrofuran / 0.5 h / -78 °C
1.2: 92 percent / tetrahydrofuran; various solvent(s) / -78 - 20 °C
2.1: 52 percent / Na2CO3; LiCl / Pd(PPh3)4 / 1,2-dimethoxy-ethane; H2O / 2 h / Heating
3.1: 92 percent / AD-mix-α; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 0 - 20 °C
4.1: TBAF / tetrahydrofuran / 0 - 20 °C
5.1: 1.10 g / Raney Ni / ethanol / 4 h / Heating
View Scheme
参考文献
Bursavich; West; Rich
Organic letters, 2001 , vol. 3, # 15 p. 2317 - 2320
反应条件
1.1: LDA / tetrahydrofuran; petroleum ether / 0.33 h / -78 °C
1.2: 91 percent / tetrahydrofuran; petroleum ether / 3.5 h / 0 °C
2.1: 52 percent / Na2CO3; LiCl / Pd(PPh3)4 / 1,2-dimethoxy-ethane; H2O / 2 h / Heating
3.1: 92 percent / AD-mix-α; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 0 - 20 °C
4.1: TBAF / tetrahydrofuran / 0 - 20 °C
5.1: 1.10 g / Raney Ni / ethanol / 4 h / Heating
View Scheme
参考文献
Bursavich; West; Rich
Organic letters, 2001 , vol. 3, # 15 p. 2317 - 2320
反应条件
1: 52 percent / Na2CO3; LiCl / Pd(PPh3)4 / 1,2-dimethoxy-ethane; H2O / 2 h / Heating
2: 92 percent / AD-mix-α; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 0 - 20 °C
3: TBAF / tetrahydrofuran / 0 - 20 °C
4: 1.10 g / Raney Ni / ethanol / 4 h / Heating
View Scheme
参考文献
Bursavich; West; Rich
Organic letters, 2001 , vol. 3, # 15 p. 2317 - 2320
反应条件
1: 52 percent / Na2CO3; LiCl / Pd(PPh3)4 / 1,2-dimethoxy-ethane; H2O / 2 h / Heating
2: 92 percent / AD-mix-α; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 0 - 20 °C
3: TBAF / tetrahydrofuran / 0 - 20 °C
4: 1.10 g / Raney Ni / ethanol / 4 h / Heating
View Scheme
参考文献
Bursavich; West; Rich
Organic letters, 2001 , vol. 3, # 15 p. 2317 - 2320
反应条件
1.1: BH3*THF / tetrahydrofuran / 1 h / 20 °C
1.2: 50 percent / aq. NaOH; H2O2 / tetrahydrofuran / 3 h / 45 °C
2.1: H2 / Pd/C / methanol / 15 h / 20 °C
3.1: Et3N / methanol / 3 h / -10 - 0 °C
View Scheme
参考文献
Maerki, H. P.; Binggeli, A.; Bittner, B.; Bohner-Lang, V.; Breu, V.; Bur, D.; Coassolo, Ph.; Clozel, J. P.; D'Arcy, A.; Doebeli, H.; Fischli, W.; et al.
Farmaco, 2001 , vol. 56, # 1-2 p. 21 - 28
反应条件
1: H2 / Pd/C / methanol / 15 h / 20 °C
2: Et3N / methanol / 3 h / -10 - 0 °C
View Scheme
参考文献
Maerki, H. P.; Binggeli, A.; Bittner, B.; Bohner-Lang, V.; Breu, V.; Bur, D.; Coassolo, Ph.; Clozel, J. P.; D'Arcy, A.; Doebeli, H.; Fischli, W.; et al.
Farmaco, 2001 , vol. 56, # 1-2 p. 21 - 28
反应条件
triethylamine in methanol
T=-10 - 0°C; 3 h;
参考文献
Maerki, H. P.; Binggeli, A.; Bittner, B.; Bohner-Lang, V.; Breu, V.; Bur, D.; Coassolo, Ph.; Clozel, J. P.; D'Arcy, A.; Doebeli, H.; Fischli, W.; et al.
Farmaco, 2001 , vol. 56, # 1-2 p. 21 - 28
