(3R,4R,5R)-5-(羟基甲基)哌啶-3,4-二醇盐酸盐合成路线 (共 76 条)
反应条件
1.1: acetonitrile / Heating 1.2: 81 percent / tetrabutylammonium fluoride / acetonitrile; tetrahydrofuran / 1.5 h / Heating 2.1: LiAlH4 / diethyl ether / 1 h 3.1: 1.52 g / triethylamine / CHCl3 4.1: 1.30 g / pyridinium p-toluenesulfonate / methanol; CHCl3 / 1 h / Heating 5.1: trifluoroacetic acid / 0.08 h / 20 °C 6.1: H2 / 10 percent Pd/C / acetic acid; methanol / 760 Torr 6.2: 1 M hydrochloric acid View Scheme
参考文献
Canadian Journal of Chemistry, , vol. 80, # 8 p. 857 - 865
反应条件
1.1: 1.30 g / pyridinium p-toluenesulfonate / methanol; CHCl3 / 1 h / Heating 2.1: trifluoroacetic acid / 0.08 h / 20 °C 3.1: H2 / 10 percent Pd/C / acetic acid; methanol / 760 Torr 3.2: 1 M hydrochloric acid View Scheme
参考文献
Canadian Journal of Chemistry, , vol. 80, # 8 p. 857 - 865
反应条件
1.1: trifluoroacetic acid / 0.08 h / 20 °C 2.1: H2 / 10 percent Pd/C / acetic acid; methanol / 760 Torr 2.2: 1 M hydrochloric acid View Scheme
参考文献
Canadian Journal of Chemistry, , vol. 80, # 8 p. 857 - 865
反应条件
ammonia in ethanol; water Product distribution / selectivity;
参考文献
WO2008/144773 A1, ;
Page/Page column 25; 28-29 ;
反应条件
ammonia in methanol; dichloromethane; water Product distribution / selectivity;
参考文献
WO2008/144773 A1, ;
Page/Page column 29 ;
反应条件
hydrogenchloride T=20°C; desilylation;
参考文献
Journal of Organic Chemistry, , vol. 65, # 8 p. 2599 - 2602
反应条件
1: PPh3; H2O / tetrahydrofuran / 55 °C 2: Et3N / 20 °C 3: 88 percent / imidazole / 20 °C 4: 92 percent / NaH / dimethylformamide / 20 °C 5: 95 percent / Grubb's catalyst / CH2Cl2 / Heating 6: 96 percent / nBu4NF / tetrahydrofuran / 20 °C 7: 72 percent / m-chloroperbenzoic acid / CH2Cl2 / Heating 8: KOH (1 percent) / Heating View Scheme
参考文献
Tetrahedron Letters, , vol. 44, # 2 p. 357 - 360
反应条件
1: Pseudomonas capacia / Microbiological reaction 2: PPh3; H2O / tetrahydrofuran / 55 °C 3: Et3N / 20 °C 4: 88 percent / imidazole / 20 °C 5: 92 percent / NaH / dimethylformamide / 20 °C 6: 95 percent / Grubb's catalyst / CH2Cl2 / Heating 7: 96 percent / nBu4NF / tetrahydrofuran / 20 °C 8: 72 percent / m-chloroperbenzoic acid / CH2Cl2 / Heating 9: KOH (1 percent) / Heating View Scheme
参考文献
Tetrahedron Letters, , vol. 44, # 2 p. 357 - 360
反应条件
1: 89 percent / NaN3 / dimethylformamide / 50 °C 2: Pseudomonas capacia / Microbiological reaction 3: PPh3; H2O / tetrahydrofuran / 55 °C 4: Et3N / 20 °C 5: 88 percent / imidazole / 20 °C 6: 92 percent / NaH / dimethylformamide / 20 °C 7: 95 percent / Grubb's catalyst / CH2Cl2 / Heating 8: 96 percent / nBu4NF / tetrahydrofuran / 20 °C 9: 72 percent / m-chloroperbenzoic acid / CH2Cl2 / Heating 10: KOH (1 percent) / Heating View Scheme
参考文献
Tetrahedron Letters, , vol. 44, # 2 p. 357 - 360
反应条件
1: 88 percent / imidazole / 20 °C 2: 92 percent / NaH / dimethylformamide / 20 °C 3: 95 percent / Grubb's catalyst / CH2Cl2 / Heating 4: 96 percent / nBu4NF / tetrahydrofuran / 20 °C 5: 72 percent / m-chloroperbenzoic acid / CH2Cl2 / Heating 6: KOH (1 percent) / Heating View Scheme
参考文献
Tetrahedron Letters, , vol. 44, # 2 p. 357 - 360