[(1S,2R)-3-[[(4-硝基苯基)磺酰基](2-甲基丙基)氨基]-2-羟基-1-苯基甲基)丙基]氨基甲酸,(3S)-四氢-3-呋喃基酯合成路线 （共 36 条）
反应条件
1: SO2Cl2 / CH2Cl2 / 0.5 h / 20 °C
2: 3.64 g / aq. HCOOH / 0.33 h / 80 °C
3: NaBH4 / CH2Cl2; methanol / 1 h / -3 °C
4: K2CO3 / methanol / 6 h / 20 °C
5: 7.55 g / ethanol / 3 h / Heating
6: aq. K2CO3 / CH2Cl2 / 8 h / 20 °C
View Scheme
参考文献
Honda, Yutaka; Katayama, Satoshi; Kojima, Mitsuhiko; Suzuki, Takayuki; Kishibata, Naomi; Izawa, Kunisuke
Organic and Biomolecular Chemistry, 2004 , vol. 2, # 14 p. 2061 - 2070
反应条件
1.1: lithium aluminium tetrahydride; AlCl3, aluminium chloride / diethyl ether / 1 h / 0 °C / Inert atmosphere
1.2: Cooling with ice
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 8 h / 0 °C
3.1: titanium(IV) isopropylate; trimethylsilylazide / benzene / 0.25 h / 70 °C / Inert atmosphere
4.1: 4-(N,N-dimethlyamino)pyridine; di(n-butyl)tin oxide; triethylamine / dichloromethane / 3 h / 0 - 20 °C
5.1: potassium carbonate / methanol / 1 h / 0 - 25 °C
6.1: (S,S)-(salen)Co(OAc) complex; water / tetrahydrofuran / 14 h / 0 - 25 °C
7.1: isopropyl alcohol / 5 h / 50 °C
8.1: triethylamine / dichloromethane / 12.5 h / 0 - 20 °C
9.1: triphenylphosphine / tetrahydrofuran / 0.5 h / 25 °C
9.2: 29 h
10.1: triethylamine / dichloromethane / 2 h / 25 °C
View Scheme
参考文献
Gadakh, Sunita K.; Santhosh Reddy; Sudalai, Arumugam
Tetrahedron Asymmetry, 2012 , vol. 23, # 11-12 p. 898 - 903
反应条件
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 8 h / 0 °C
2.1: titanium(IV) isopropylate; trimethylsilylazide / benzene / 0.25 h / 70 °C / Inert atmosphere
3.1: 4-(N,N-dimethlyamino)pyridine; di(n-butyl)tin oxide; triethylamine / dichloromethane / 3 h / 0 - 20 °C
4.1: potassium carbonate / methanol / 1 h / 0 - 25 °C
5.1: (S,S)-(salen)Co(OAc) complex; water / tetrahydrofuran / 14 h / 0 - 25 °C
6.1: isopropyl alcohol / 5 h / 50 °C
7.1: triethylamine / dichloromethane / 12.5 h / 0 - 20 °C
8.1: triphenylphosphine / tetrahydrofuran / 0.5 h / 25 °C
8.2: 29 h
9.1: triethylamine / dichloromethane / 2 h / 25 °C
View Scheme
参考文献
Gadakh, Sunita K.; Santhosh Reddy; Sudalai, Arumugam
Tetrahedron Asymmetry, 2012 , vol. 23, # 11-12 p. 898 - 903
反应条件
1.1: titanium(IV) isopropylate; trimethylsilylazide / benzene / 0.25 h / 70 °C / Inert atmosphere
2.1: 4-(N,N-dimethlyamino)pyridine; di(n-butyl)tin oxide; triethylamine / dichloromethane / 3 h / 0 - 20 °C
3.1: potassium carbonate / methanol / 1 h / 0 - 25 °C
4.1: (S,S)-(salen)Co(OAc) complex; water / tetrahydrofuran / 14 h / 0 - 25 °C
5.1: isopropyl alcohol / 5 h / 50 °C
6.1: triethylamine / dichloromethane / 12.5 h / 0 - 20 °C
7.1: triphenylphosphine / tetrahydrofuran / 0.5 h / 25 °C
7.2: 29 h
8.1: triethylamine / dichloromethane / 2 h / 25 °C
View Scheme
参考文献
Gadakh, Sunita K.; Santhosh Reddy; Sudalai, Arumugam
Tetrahedron Asymmetry, 2012 , vol. 23, # 11-12 p. 898 - 903
反应条件
1.1: isopropyl alcohol / 5 h / 50 °C
2.1: triethylamine / dichloromethane / 12.5 h / 0 - 20 °C
3.1: triphenylphosphine / tetrahydrofuran / 0.5 h / 25 °C
3.2: 29 h
4.1: triethylamine / dichloromethane / 2 h / 25 °C
View Scheme
参考文献
Gadakh, Sunita K.; Santhosh Reddy; Sudalai, Arumugam
Tetrahedron Asymmetry, 2012 , vol. 23, # 11-12 p. 898 - 903
反应条件
1.1: triethylamine / dichloromethane / 12.5 h / 0 - 20 °C
2.1: triphenylphosphine / tetrahydrofuran / 0.5 h / 25 °C
2.2: 29 h
3.1: triethylamine / dichloromethane / 2 h / 25 °C
View Scheme
参考文献
Gadakh, Sunita K.; Santhosh Reddy; Sudalai, Arumugam
Tetrahedron Asymmetry, 2012 , vol. 23, # 11-12 p. 898 - 903
