2,5-二(羟基甲基)-3,4-吡咯烷二醇合成路线 （共 53 条）
反应条件
1: 93 percent / NaH / dimethylformamide / 0.25 h / 20 °C
2: pyridine / CH2Cl2 / -25 - 20 °C
3: 378 mg / NaN3 / dimethylformamide / 3 h / 20 °C
4: 95 percent / trifluoroacetic acid / H2O / 0.5 h / 20 °C
5: 96 percent / HCl; hydrogen / Pd/C / methanol; H2O / 3000.24 Torr
View Scheme
参考文献
Garcia-Moreno, M. Isabel; Aguilar, Matilde; Mellet, Carmen Ortiz; Garcia Fernandez, Jose M.
Organic Letters, 2006 , vol. 8, # 2 p. 297 - 299
反应条件
1: 87 percent / acetic acid / H2O / 2 h / 45 °C
2: 93 percent / NaH / dimethylformamide / 0.25 h / 20 °C
3: pyridine / CH2Cl2 / -25 - 20 °C
4: 378 mg / NaN3 / dimethylformamide / 3 h / 20 °C
5: 95 percent / trifluoroacetic acid / H2O / 0.5 h / 20 °C
6: 96 percent / HCl; hydrogen / Pd/C / methanol; H2O / 3000.24 Torr
View Scheme
参考文献
Garcia-Moreno, M. Isabel; Aguilar, Matilde; Mellet, Carmen Ortiz; Garcia Fernandez, Jose M.
Organic Letters, 2006 , vol. 8, # 2 p. 297 - 299
反应条件
1.1: NaH / dimethylformamide / 0.33 h / 20 °C
1.2: 91 percent / dimethylformamide / 24 h / 20 °C
2.1: 87 percent / acetic acid / H2O / 2 h / 45 °C
3.1: 93 percent / NaH / dimethylformamide / 0.25 h / 20 °C
4.1: pyridine / CH2Cl2 / -25 - 20 °C
5.1: 378 mg / NaN3 / dimethylformamide / 3 h / 20 °C
6.1: 95 percent / trifluoroacetic acid / H2O / 0.5 h / 20 °C
7.1: 96 percent / HCl; hydrogen / Pd/C / methanol; H2O / 3000.24 Torr
View Scheme
参考文献
Garcia-Moreno, M. Isabel; Aguilar, Matilde; Mellet, Carmen Ortiz; Garcia Fernandez, Jose M.
Organic Letters, 2006 , vol. 8, # 2 p. 297 - 299
反应条件
1: H2; aq. HCl / 10 percent Pd/C / 0.25 h
2: 34 mg / aq. NaOH; NaBH3CN / 4 - 25 °C / pH 6 - 7
3: aq. sodium acetate buffer; acid phosphatase / 72 h / 37 °C / pH 4.8
View Scheme
参考文献
Schuster, Matthias; Blechert, Siegfried
Tetrahedron Asymmetry, 1999 , vol. 10, # 16 p. 3139 - 3145
反应条件
1: 12 percent / pyridine / CH2Cl2
2: 82 percent / iodine; triphenylphosphine; imidazole / toluene / 2 h / 110 °C
3: 56 percent / lithium azide / dimethylformamide / 24 h / 100 °C
4: 80 percent / aq. TFA / 2 h / 20 °C
5: 78 percent / imidazole / dimethylformamide / 72 h / 20 °C
6: hydrogen / Raney nickel / methanol / 24 h / 3620.04 Torr
7: 22 percent / potassium carbonate / acetone / 20 °C
8: 90 percent / TBAF*3H2O / tetrahydrofuran / 4 h / 20 °C
View Scheme
参考文献
Izquierdo, Isidoro; Plaza, Maria T.; Yanez, Victor
Tetrahedron, 2007 , vol. 63, # 6 p. 1440 - 1447
反应条件
1.1: 74 percent / Et3N / CH2Cl2 / 20 °C
2.1: 98 percent / NaN3 / dimethylformamide / 48 h / 100 °C
3.1: 78.4 percent / TFA / H2O / 24 h / 20 °C
4.1: 100 percent / imidazole / dimethylformamide / 20 h / 20 °C
5.1: H2 / Raney nickel / methanol / 19 h / 2587.71 Torr
6.1: 68 percent / Et3N / methanol / 2 h / 20 °C
7.1: 92 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 20 °C
8.1: H2; HCl / Pd-C / methanol / 14 h / 2587.71 Torr
8.2: 92 percent / Amberlite IRA-400 (OH1- form) / methanol
View Scheme
参考文献
Izquierdo Cubero, Isidoro; Plaza Lopez-Espinosa, Maria T.; Robles Diaz, Rafael; Franco Montalban, Francisco
Carbohydrate Research, 2001 , vol. 330, # 3 p. 401 - 408
反应条件
1: 46 percent / NaN3 / dimethylformamide / 48 h / thermodynamic conditions
2: 30 percent / pyridine / CH2Cl2
3: 99 percent / acetic acid, water
4: 76 percent / imidazole, / dimethylformamide
5: 95 percent / pyridine / CH2Cl2
6: 99 percent / H2 / palladium black / ethyl acetate
7: 74 percent / sodium acetate / methanol
8: lithium triethylborohydride / tetrahydrofuran
9: 1percent HCl / methanol
View Scheme
参考文献
Long, Daniel D.; Frederiksen, Signe M.; Marquess, Daniel G.; Lane, Alexandra L.; Watkin, David J.; Winkler, David A.; Fleet, George W. J.
Tetrahedron Letters, 1998 , vol. 39, # 33 p. 6091 - 6094
反应条件
1: 82 percent / iodine; triphenylphosphine; imidazole / toluene / 2 h / 110 °C
2: 56 percent / lithium azide / dimethylformamide / 24 h / 100 °C
3: 80 percent / aq. TFA / 2 h / 20 °C
4: 78 percent / imidazole / dimethylformamide / 72 h / 20 °C
5: hydrogen / Raney nickel / methanol / 24 h / 3620.04 Torr
6: 22 percent / potassium carbonate / acetone / 20 °C
7: 90 percent / TBAF*3H2O / tetrahydrofuran / 4 h / 20 °C
View Scheme
参考文献
Izquierdo, Isidoro; Plaza, Maria T.; Yanez, Victor
Tetrahedron, 2007 , vol. 63, # 6 p. 1440 - 1447
反应条件
1: 78 percent / imidazole / dimethylformamide / 72 h / 20 °C
2: hydrogen / Raney nickel / methanol / 24 h / 3620.04 Torr
3: 22 percent / potassium carbonate / acetone / 20 °C
4: 90 percent / TBAF*3H2O / tetrahydrofuran / 4 h / 20 °C
View Scheme
参考文献
Izquierdo, Isidoro; Plaza, Maria T.; Yanez, Victor
Tetrahedron, 2007 , vol. 63, # 6 p. 1440 - 1447
反应条件
1: 56 percent / lithium azide / dimethylformamide / 24 h / 100 °C
2: 80 percent / aq. TFA / 2 h / 20 °C
3: 78 percent / imidazole / dimethylformamide / 72 h / 20 °C
4: hydrogen / Raney nickel / methanol / 24 h / 3620.04 Torr
5: 22 percent / potassium carbonate / acetone / 20 °C
6: 90 percent / TBAF*3H2O / tetrahydrofuran / 4 h / 20 °C
View Scheme
参考文献
Izquierdo, Isidoro; Plaza, Maria T.; Yanez, Victor
Tetrahedron, 2007 , vol. 63, # 6 p. 1440 - 1447
