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: 80 percent / aq. TFA / 2 h / 20 °C
2: 78 percent / imidazole / dimethylformamide / 72 h / 20 °C
3: hydrogen / Raney nickel / methanol / 24 h / 3620.04 Torr
4: 22 percent / potassium carbonate / acetone / 20 °C
5: 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: 100 percent / NaH / tetrahydrofuran
2.1: 78.4 percent / TFA / H2O / 24 h / 20 °C
3.1: 100 percent / imidazole / dimethylformamide / 20 h / 20 °C
4.1: H2 / Raney nickel / methanol / 19 h / 2587.71 Torr
5.1: 68 percent / Et3N / methanol / 2 h / 20 °C
6.1: 92 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 20 °C
7.1: H2; HCl / Pd-C / methanol / 14 h / 2587.71 Torr
7.2: 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
1.1: 100 percent / imidazole / dimethylformamide / 20 h / 20 °C
2.1: H2 / Raney nickel / methanol / 19 h / 2587.71 Torr
3.1: 68 percent / Et3N / methanol / 2 h / 20 °C
4.1: 92 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 20 °C
5.1: H2; HCl / Pd-C / methanol / 14 h / 2587.71 Torr
5.2: 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
1.1: 78.4 percent / TFA / H2O / 24 h / 20 °C
2.1: 100 percent / imidazole / dimethylformamide / 20 h / 20 °C
3.1: H2 / Raney nickel / methanol / 19 h / 2587.71 Torr
4.1: 68 percent / Et3N / methanol / 2 h / 20 °C
5.1: 92 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 20 °C
6.1: H2; HCl / Pd-C / methanol / 14 h / 2587.71 Torr
6.2: 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
1.1: 92 percent / NaOMe / methanol
2.1: 100 percent / NaH / tetrahydrofuran
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
1.1: 98 percent / NaN3 / dimethylformamide / 48 h / 100 °C
2.1: 78.4 percent / TFA / H2O / 24 h / 20 °C
3.1: 100 percent / imidazole / dimethylformamide / 20 h / 20 °C
4.1: H2 / Raney nickel / methanol / 19 h / 2587.71 Torr
5.1: 68 percent / Et3N / methanol / 2 h / 20 °C
6.1: 92 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 20 °C
7.1: H2; HCl / Pd-C / methanol / 14 h / 2587.71 Torr
7.2: 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
1.1: 84 percent / NaN3 / dimethylformamide / 15 h / 80 °C
2.1: 92 percent / NaOMe / methanol
3.1: 100 percent / NaH / tetrahydrofuran
4.1: 78.4 percent / TFA / H2O / 24 h / 20 °C
5.1: 100 percent / imidazole / dimethylformamide / 20 h / 20 °C
6.1: H2 / Raney nickel / methanol / 19 h / 2587.71 Torr
7.1: 68 percent / Et3N / methanol / 2 h / 20 °C
8.1: 92 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 20 °C
9.1: H2; HCl / Pd-C / methanol / 14 h / 2587.71 Torr
9.2: 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
1.1: 88 percent / MgSO4 / CH2Cl2 / 48 h / 20 °C
2.1: 75 percent / diethyl ether / 6 h / -78 °C
3.1: 78 percent / (AcO)2Cu; Zn; aq. AcOH / 1 h / 70 °C
4.1: 65 percent / Tf2O / pyridine / 0.5 h / 40 °C
5.1: TfOMe / acetonitrile / 20 °C
5.2: NaBH4 / methanol / 20 °C
5.3: HgCl2 / acetonitrile; H2O / 20 °C
6.1: NaBH4 / 20 °C
7.1: 86 percent / H2 / 20 percent Pd(OH)2/C / acetic acid / 18 h / 20 °C / 760 Torr
View Scheme
参考文献
Dondoni, Alessandro; Perrone, Daniela
Tetrahedron Letters, 1999 , vol. 40, # 52 p. 9375 - 9378
反应条件
1: 96 percent / trifluoroacetic acid, water
2: 91 percent / camphor sulfonic acid
3: 75 percent / pyridine / CH2Cl2
4: 84 percent / acetic acid, water
5: 71 percent / imidazole / dimethylformamide
6: 95 percent / pyridine / CH2Cl2
7: 86 percent / 1.) H2; 2.) sodium acetate / 1.) palladium black / 1.) ethyl acetate; 2.) acetonitrile
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 / NaN3 / dimethylformamide / 40 h / thermodynamic conditions
2: 75 percent / pyridine / CH2Cl2
3: 84 percent / acetic acid, water
4: 71 percent / imidazole / dimethylformamide
5: 95 percent / pyridine / CH2Cl2
6: 86 percent / 1.) H2; 2.) sodium acetate / 1.) palladium black / 1.) ethyl acetate; 2.) acetonitrile
7: lithium triethylborohydride / tetrahydrofuran
8: 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
