5-溴-N-叔丁氧羰基-L-正缬氨酸叔丁酯合成路线 （共 14 条）
反应条件
1: 80 percent / ethanol; H2O / 6 h / Heating 2: aq. HCl; H2 / platinum oxide / propan-2-ol / 16 h / 2585.74 Torr View Scheme
参考文献
Siebum, Arjan H. G.; Tsang, Robert K. F.; Van Der Steen, Rob; Raap, Jan; Lugtenburg, Johan
European Journal of Organic Chemistry, 2004 , # 21 p. 4391 - 4396
反应条件
1H-imidazole; bromine; triphenylphosphine in dichloromethane
T=0°C; 2 h;
参考文献
Siebum, Arjan H. G.; Tsang, Robert K. F.; Van Der Steen, Rob; Raap, Jan; Lugtenburg, Johan
European Journal of Organic Chemistry, 2004 , # 21 p. 4391 - 4396
反应条件
1: With N-methyl-2-indolinone; chloroformic acid ethyl ester
2: With sodium tetrahydroborate in methanol
3: With carbon tetrabromide; triphenylphosphine
参考文献
Bhat, Ramakrishna G.; Porhiel, Emmanuel; Saravanan, Vadivelu; Chandrasekaran, Srinivasan
Tetrahedron Letters, 2003 , vol. 44, # 28 p. 5251 - 5253
反应条件
1: NEt3 / dioxane; H2O / 4 h / Ambient temperature
2: 78 percent / H2 / 5percent Pd/C / ethanol; H2O / 12 h
3: NEt3 / tetrahydrofuran / 0.5 h / -10 °C
4: NaBH4 / H2O; tetrahydrofuran / 4 h / Ambient temperature
5: 77 percent / CBr4 / PPh3 / tetrahydrofuran / 1) ca.15 deg C, 10 min 2) r.t.
View Scheme
参考文献
Olsen; Ramasamy; Emery
Journal of Organic Chemistry, 1984 , vol. 49, # 19 p. 3527 - 3534
反应条件
1: NEt3 / dioxane; H2O / 4 h / Ambient temperature
2: 78 percent / H2 / 5percent Pd/C / ethanol; H2O / 12 h
3: NEt3 / tetrahydrofuran / 0.5 h / -10 °C
4: NaBH4 / H2O; tetrahydrofuran / 4 h / Ambient temperature
5: 77 percent / CBr4 / PPh3 / tetrahydrofuran / 1) ca.15 deg C, 10 min 2) r.t.
View Scheme
参考文献
Olsen; Ramasamy; Emery
Journal of Organic Chemistry, 1984 , vol. 49, # 19 p. 3527 - 3534
反应条件
1: H2SO4 / dioxane / 4 h / Ambient temperature
2: NEt3 / dioxane; H2O / 4 h / Ambient temperature
3: 78 percent / H2 / 5percent Pd/C / ethanol; H2O / 12 h
4: NEt3 / tetrahydrofuran / 0.5 h / -10 °C
5: NaBH4 / H2O; tetrahydrofuran / 4 h / Ambient temperature
6: 77 percent / CBr4 / PPh3 / tetrahydrofuran / 1) ca.15 deg C, 10 min 2) r.t.
View Scheme
参考文献
Olsen; Ramasamy; Emery
Journal of Organic Chemistry, 1984 , vol. 49, # 19 p. 3527 - 3534
反应条件
1: 78 percent / H2 / 5percent Pd/C / ethanol; H2O / 12 h
2: NEt3 / tetrahydrofuran / 0.5 h / -10 °C
3: NaBH4 / H2O; tetrahydrofuran / 4 h / Ambient temperature
4: 77 percent / CBr4 / PPh3 / tetrahydrofuran / 1) ca.15 deg C, 10 min 2) r.t.
View Scheme
参考文献
Olsen; Ramasamy; Emery
Journal of Organic Chemistry, 1984 , vol. 49, # 19 p. 3527 - 3534
反应条件
1: 92 percent / aq. KOH / O-allyl-N-(9-anthracenyl)methylcinchonidium bromide / toluene / 14 h
2: 96 percent / aq. citric acid / tetrahydrofuran
3: 94 percent / triethylamine / dimethylformamide
4: 70 percent / NaBH4; LiCl / tetrahydrofuran; ethanol / 0 °C
5: 81 percent / triphenylphosphane; bromine; imidazole / CH2Cl2 / 2 h / 0 °C
View Scheme
参考文献
Siebum, Arjan H. G.; Tsang, Robert K. F.; Van Der Steen, Rob; Raap, Jan; Lugtenburg, Johan
European Journal of Organic Chemistry, 2004 , # 21 p. 4391 - 4396
反应条件
1: 70 percent / NaBH4; LiCl / tetrahydrofuran; ethanol / 0 °C
2: 81 percent / triphenylphosphane; bromine; imidazole / CH2Cl2 / 2 h / 0 °C
View Scheme
参考文献
Siebum, Arjan H. G.; Tsang, Robert K. F.; Van Der Steen, Rob; Raap, Jan; Lugtenburg, Johan
European Journal of Organic Chemistry, 2004 , # 21 p. 4391 - 4396
反应条件
1: 94 percent / triethylamine / dimethylformamide
2: 70 percent / NaBH4; LiCl / tetrahydrofuran; ethanol / 0 °C
3: 81 percent / triphenylphosphane; bromine; imidazole / CH2Cl2 / 2 h / 0 °C
View Scheme
参考文献
Siebum, Arjan H. G.; Tsang, Robert K. F.; Van Der Steen, Rob; Raap, Jan; Lugtenburg, Johan
European Journal of Organic Chemistry, 2004 , # 21 p. 4391 - 4396
