Boc-alpha-甲基-d-苯丙氨酸合成路线 (共 17 条)
反应条件
in dichloromethane
T=20°C; 72 h;
参考文献
Drabina, Pavel; Karel, Sergej; Panov, Illia; Sedlak, Milos
Tetrahedron Asymmetry, 2013 , vol. 24, # 5-6 p. 334 - 339
反应条件
1.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.5 h / 20 °C
1.2: 18 h / 20 °C / Cooling with ice
2.1: sodium hydrogencarbonate / chloroform; water / Saturated solution
3.1: lithium aluminium tetrahydride / diethyl ether / 2.5 h / Cooling with ice
3.2: 2 h / 20 °C
4.1: acetonitrile / 15 h / 20 °C
5.1: trifluorormethanesulfonic acid; methoxybenzene / nitromethane / 6 h / 50 °C
6.1: pyridine / 6 h / 0 - 20 °C
7.1: sodium tetrahydroborate / dimethyl sulfoxide / 3 h / 100 °C
8.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / tetrahydrofuran / 3.5 h / 20 °C
9.1: methanol; caesium carbonate / 4 h / 20 °C
10.1: sodium periodate; ruthenium(III) chloride*(x)H2O / tetrachloromethane; water; acetonitrile / 8 h / 20 °C
View Scheme
参考文献
Sugiyama, Shigeo; Arai, Satoshi; Ishii, Keitaro
Tetrahedron, 2012 , vol. 68, # 38 p. 8033 - 8045
反应条件
1: water / 1,4-dioxane / 3 h / 100 °C / |Inert atmosphere
2: triethylamine / 1,4-dioxane; water / 12 h / 23 °C / |Inert atmosphere
View Scheme
参考文献
Hugelshofer, Cedric L.; Mellem, Kevin T.; Myers, Andrew G.
Organic Letters, 2013 , vol. 15, # 12 p. 3134 - 3137
反应条件
1.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.5 h / 20 °C
1.2: 18 h / 20 °C / Cooling with ice
2.1: sodium hydrogencarbonate / chloroform; water / Saturated solution
3.1: lithium aluminium tetrahydride / diethyl ether / 2.5 h / Cooling with ice
3.2: 2 h / 20 °C
4.1: acetonitrile / 15 h / 20 °C
5.1: trifluorormethanesulfonic acid; methoxybenzene / nitromethane / 6 h / 50 °C
6.1: pyridine / 6 h / 0 - 20 °C
7.1: sodium tetrahydroborate / dimethyl sulfoxide / 3 h / 100 °C
8.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / tetrahydrofuran / 3.5 h / 20 °C
9.1: methanol; caesium carbonate / 4 h / 20 °C
10.1: sodium periodate; ruthenium(III) chloride*(x)H2O / tetrachloromethane; water; acetonitrile / 8 h / 20 °C
View Scheme
参考文献
Sugiyama, Shigeo; Arai, Satoshi; Ishii, Keitaro
Tetrahedron, 2012 , vol. 68, # 38 p. 8033 - 8045
反应条件
1.1: lithium aluminium tetrahydride / diethyl ether / 2.5 h / Cooling with ice
1.2: 2 h / 20 °C
2.1: acetonitrile / 15 h / 20 °C
3.1: trifluorormethanesulfonic acid; methoxybenzene / nitromethane / 6 h / 50 °C
4.1: pyridine / 6 h / 0 - 20 °C
5.1: sodium tetrahydroborate / dimethyl sulfoxide / 3 h / 100 °C
6.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / tetrahydrofuran / 3.5 h / 20 °C
7.1: methanol; caesium carbonate / 4 h / 20 °C
8.1: sodium periodate; ruthenium(III) chloride*(x)H2O / tetrachloromethane; water; acetonitrile / 8 h / 20 °C
View Scheme
参考文献
Sugiyama, Shigeo; Arai, Satoshi; Ishii, Keitaro
Tetrahedron, 2012 , vol. 68, # 38 p. 8033 - 8045
反应条件
1.1: pyridine / dichloromethane / 15 h / 20 °C
1.2: 6 h / 2 °C
2.1: trifluorormethanesulfonic acid; methoxybenzene / nitromethane / 6 h / 50 °C
3.1: pyridine / 6 h / 0 - 20 °C
4.1: sodium tetrahydroborate / dimethyl sulfoxide / 3 h / 100 °C
5.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / tetrahydrofuran / 3.5 h / 20 °C
6.1: methanol; caesium carbonate / 4 h / 20 °C
7.1: sodium periodate; ruthenium(III) chloride*(x)H2O / tetrachloromethane; water; acetonitrile / 8 h / 20 °C
View Scheme
参考文献
Sugiyama, Shigeo; Arai, Satoshi; Ishii, Keitaro
Tetrahedron, 2012 , vol. 68, # 38 p. 8033 - 8045
反应条件
1.1: sodium hydrogencarbonate / chloroform; water / Saturated solution
2.1: lithium aluminium tetrahydride / diethyl ether / 2.5 h / Cooling with ice
2.2: 2 h / 20 °C
3.1: acetonitrile / 15 h / 20 °C
4.1: trifluorormethanesulfonic acid; methoxybenzene / nitromethane / 6 h / 50 °C
5.1: pyridine / 6 h / 0 - 20 °C
6.1: sodium tetrahydroborate / dimethyl sulfoxide / 3 h / 100 °C
7.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / tetrahydrofuran / 3.5 h / 20 °C
8.1: methanol; caesium carbonate / 4 h / 20 °C
9.1: sodium periodate; ruthenium(III) chloride*(x)H2O / tetrachloromethane; water; acetonitrile / 8 h / 20 °C
View Scheme
参考文献
Sugiyama, Shigeo; Arai, Satoshi; Ishii, Keitaro
Tetrahedron, 2012 , vol. 68, # 38 p. 8033 - 8045
反应条件
1: trifluorormethanesulfonic acid; methoxybenzene / nitromethane / 6 h / 50 °C
2: pyridine / 6 h / 0 - 20 °C
3: sodium tetrahydroborate / dimethyl sulfoxide / 3 h / 100 °C
4: 4-(N,N-dimethlyamino)pyridine; triethylamine / tetrahydrofuran / 3.5 h / 20 °C
5: methanol; caesium carbonate / 4 h / 20 °C
6: sodium periodate; ruthenium(III) chloride*(x)H2O / tetrachloromethane; water; acetonitrile / 8 h / 20 °C
View Scheme
参考文献
Sugiyama, Shigeo; Arai, Satoshi; Ishii, Keitaro
Tetrahedron, 2012 , vol. 68, # 38 p. 8033 - 8045
反应条件
1: pyridine / 6 h / 0 - 20 °C
2: sodium tetrahydroborate / dimethyl sulfoxide / 3 h / 100 °C
3: 4-(N,N-dimethlyamino)pyridine; triethylamine / tetrahydrofuran / 3.5 h / 20 °C
4: methanol; caesium carbonate / 4 h / 20 °C
5: sodium periodate; ruthenium(III) chloride*(x)H2O / tetrachloromethane; water; acetonitrile / 8 h / 20 °C
View Scheme
参考文献
Sugiyama, Shigeo; Arai, Satoshi; Ishii, Keitaro
Tetrahedron, 2012 , vol. 68, # 38 p. 8033 - 8045
反应条件
1: sodium tetrahydroborate / dimethyl sulfoxide / 3 h / 100 °C
2: 4-(N,N-dimethlyamino)pyridine; triethylamine / tetrahydrofuran / 3.5 h / 20 °C
3: methanol; caesium carbonate / 4 h / 20 °C
4: sodium periodate; ruthenium(III) chloride*(x)H2O / tetrachloromethane; water; acetonitrile / 8 h / 20 °C
View Scheme
参考文献
Sugiyama, Shigeo; Arai, Satoshi; Ishii, Keitaro
Tetrahedron, 2012 , vol. 68, # 38 p. 8033 - 8045