[(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
1.1: n-butyllithium; n-butyl-magnesium bromide / hexane; tetrahydrofuran / 0 °C
1.2: 5 h / -78 °C / Inert atmosphere
2.1: 4-(N,N-dimethlyamino)pyridine; triethylamine; hydrogen / palladium 10 on activated carbon / tetrahydrofuran / 24 h / 20 °C
View Scheme
参考文献
CarboDesign LLC
Patent: US2011/137047 A1, 2011 ;
反应条件
1.1: AlCl3, aluminium chloride / dichloromethane / 1.75 h / 30 - 40 °C / Inert atmosphere
1.2: Cooling with ice
2.1: AlCl3, aluminium chloride; 1,1,3,3-tetramethyldisiloxane / dichloromethane / 0 - 5 °C / Inert atmosphere
3.1: sodium tetrahydroborate; CuSO4‵5H2O; methanol / 0 - 5 °C / Inert atmosphere
3.2: N,N-dimethylaminopyride
4.1: sodium hydride / Inert atmosphere
4.2: 3 h / 110 - 115 °C / Autoclave
View Scheme
参考文献
CARBODESIGN LLC
Patent: US2012/296100 A1, 2012 ;
反应条件
1: HCl / acetonitrile
2: Et3N
3: NaBH4 / ethanol
4: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
5: Mg
6: 23 percent / H2 / Pd(OH)2/C
7: 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: 98 percent / K2CO3 / acetonitrile
2: NaBH4 / ethanol
3: PBr3 / CH2Cl2
4: 76 percent / LiHMDS / tetrahydrofuran
5: 81 percent / LiOH; H2O2
6: 95 percent / LAH / tetrahydrofuran
7: 97 percent / PPh3; NBS / CH2Cl2
8: 68 percent / n-BuLi
9: HCl / acetonitrile
10: Et3N
11: NaBH4 / ethanol
12: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
13: Mg
14: 23 percent / H2 / Pd(OH)2/C
15: 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: 61 percent / PPh3; NBS / 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: 82 percent / LiOH; H2O2
2: 86 percent / LAH / tetrahydrofuran
3: 61 percent / PPh3; NBS / CH2Cl2
4: Mg
5: 23 percent / H2 / Pd(OH)2/C
6: 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: 86 percent / LAH / tetrahydrofuran
2: 61 percent / PPh3; NBS / 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: 76 percent / LiHMDS / tetrahydrofuran
2: 81 percent / LiOH; H2O2
3: 95 percent / LAH / tetrahydrofuran
4: 97 percent / PPh3; NBS / CH2Cl2
5: 68 percent / n-BuLi
6: HCl / acetonitrile
7: Et3N
8: NaBH4 / ethanol
9: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
10: Mg
11: 23 percent / H2 / Pd(OH)2/C
12: 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: PBr3 / CH2Cl2
2: 76 percent / LiHMDS / tetrahydrofuran
3: 81 percent / LiOH; H2O2
4: 95 percent / LAH / tetrahydrofuran
5: 97 percent / PPh3; NBS / CH2Cl2
6: 68 percent / n-BuLi
7: HCl / acetonitrile
8: Et3N
9: NaBH4 / ethanol
10: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
11: Mg
12: 23 percent / H2 / Pd(OH)2/C
13: 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: Et3N
2: NaBH4 / ethanol
3: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
4: Mg
5: 23 percent / H2 / Pd(OH)2/C
6: 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
