[(1S,3S)-3-[[4-甲氧基-3-(3-甲氧基丙氧基)苯基]甲基]-4-甲基-1-[(2S,4S)-四氢-4-异丙基-5-氧代-2-呋喃基]戊基]-氨基甲酸叔丁酯合成路线 （共 84 条）
反应条件
1: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
2: Mg
3: 23 percent / H2 / Pd(OH)2/C
4: 38 percent / TPAP; NMMO
View Scheme
参考文献
Dong, Hua; Zhang, Zhi-Liu; Huang, Jia-Hui; Ma, Rujian; Chen, Shu-Hui; Li, Ge
Tetrahedron Letters, 2005 , vol. 46, # 37 p. 6337 - 6340
反应条件
1: NaBH4 / ethanol
2: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
3: Mg
4: 23 percent / H2 / Pd(OH)2/C
5: 38 percent / TPAP; NMMO
View Scheme
参考文献
Dong, Hua; Zhang, Zhi-Liu; Huang, Jia-Hui; Ma, Rujian; Chen, Shu-Hui; Li, Ge
Tetrahedron Letters, 2005 , vol. 46, # 37 p. 6337 - 6340
反应条件
1: 81 percent / LiOH; H2O2
2: 95 percent / LAH / tetrahydrofuran
3: 97 percent / PPh3; NBS / CH2Cl2
4: 68 percent / n-BuLi
5: HCl / acetonitrile
6: Et3N
7: NaBH4 / ethanol
8: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
9: Mg
10: 23 percent / H2 / Pd(OH)2/C
11: 38 percent / TPAP; NMMO
View Scheme
参考文献
Dong, Hua; Zhang, Zhi-Liu; Huang, Jia-Hui; Ma, Rujian; Chen, Shu-Hui; Li, Ge
Tetrahedron Letters, 2005 , vol. 46, # 37 p. 6337 - 6340
反应条件
1.1: triethylamine; hydrogen / [Rh(S)-phanephos(cod)]BF4 / ethanol / 6 h / 60 °C / 22502.3 Torr / Autoclave
2.1: triethylamine; diphenyl phosphoryl azide / toluene / 1 h / 80 °C / Inert atmosphere
2.2: 8 h / 50 °C / Reflux
3.1: hydrogenchloride; water / ethanol / 48 h / 70 °C
4.1: hydrogen / palladium 10 on activated carbon / methanol / 12 h / 760.05 Torr
4.2: Inert atmosphere
View Scheme
参考文献
CHEMO IBERICA, S.A.; TADDEI, Maurizio; RUSSO, Adele; CINI, Elena; RIVA, Renata; RASPARINI, Marcello; CARCONE, Luca; BANFI, Luca; VITALE, Romina; ROSEBLADE, Stephen; ZANOTTI-GEROSA, Antonio Carlo
Patent: WO2011/151442 A2, 2011 ;
反应条件
1.1: triethylamine; diphenyl phosphoryl azide / toluene / 1 h / 80 °C / Inert atmosphere
1.2: 8 h / 50 °C / Reflux
2.1: hydrogenchloride; water / ethanol / 48 h / 70 °C
3.1: hydrogen / palladium 10 on activated carbon / methanol / 12 h / 760.05 Torr
3.2: Inert atmosphere
View Scheme
参考文献
CHEMO IBERICA, S.A.; TADDEI, Maurizio; RUSSO, Adele; CINI, Elena; RIVA, Renata; RASPARINI, Marcello; CARCONE, Luca; BANFI, Luca; VITALE, Romina; ROSEBLADE, Stephen; ZANOTTI-GEROSA, Antonio Carlo
Patent: WO2011/151442 A2, 2011 ;
反应条件
1.1: AlCl3, aluminium chloride; 1,1,3,3-tetramethyldisiloxane / dichloromethane / 0 - 5 °C / Inert atmosphere
2.1: hydrogen / platinum on activated charcoal / tetrahydrofuran / 20 °C / 760.05 Torr
3.1: triethylamine / N,N-dimethyl aminopyride / methanol / 24 h
4.1: sodium methylate / methanol / 0.5 h / 20 °C
4.2: 4 h / 80 °C
4.3: 1 h / 50 °C
View Scheme
参考文献
CARBODESIGN LLC
Patent: US2012/296100 A1, 2012 ;
反应条件
1.1: hydrogen / platinum on activated charcoal / tetrahydrofuran / 20 °C / 760.05 Torr
2.1: triethylamine / N,N-dimethyl aminopyride / methanol / 24 h
3.1: sodium methylate / methanol / 0.5 h / 20 °C
3.2: 4 h / 80 °C
3.3: 1 h / 50 °C
View Scheme
参考文献
CARBODESIGN LLC
Patent: US2012/296100 A1, 2012 ;
反应条件
1.1: iodine; magnesium; .alpha.-butylene bromide / tetrahydrofuran / 1 h / Inert atmosphere; Reflux
1.2: 2 h / -78 °C
1.3: -78 °C
2.1: hydrogenchloride; hydrogen; acetic acid / platinum(IV) oxide / water / 3 h / 20 °C / 760.05 Torr
3.1: sodium hydroxide; water / ethanol / 3 h / 50 °C
View Scheme
参考文献
CarboDesign LLC
Patent: US2011/92706 A1, 2011 ;
反应条件
1.1: iodine; magnesium; .alpha.-butylene bromide / tetrahydrofuran / 1 h / Inert atmosphere; Reflux
1.2: 2 h / -78 °C
1.3: -78 °C
2.1: hydrogenchloride; hydrogen; acetic acid / platinum(IV) oxide / water / 3 h / 20 °C / 760.05 Torr
3.1: sodium hydroxide; water / ethanol / 3 h / 50 °C
View Scheme
参考文献
CarboDesign LLC
Patent: US2011/92706 A1, 2011 ;
反应条件
1: hydrogenchloride; hydrogen; acetic acid / platinum(IV) oxide / water / 3 h / 20 °C / 760.05 Torr
2: sodium hydroxide; water / ethanol / 3 h / 50 °C
View Scheme
参考文献
CarboDesign LLC
Patent: US2011/92706 A1, 2011 ;
