5-氨基-5-脱氧葡萄糖酸delta-内酰胺合成路线 （共 17 条）
反应条件
1.1: 68 percent / iPr2NEt; n-Bu4NI / dimethylformamide / 50 °C
2.1: 93 percent / aq. AcOH / 20 °C
3.1: (n-Bu)2SnO; MS 4A / benzene / Heating
3.2: 47 percent / iPr2NEt / dimethylformamide / 3 h / 20 °C
4.1: 81 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
5.1: 34 percent / NaBH4 / CH2Cl2; methanol / 1 h / -50 °C
6.1: pyridine / CH2Cl2 / 2 h / -40 °C
7.1: NaN3 / dimethylformamide / 20 °C
8.1: PPh3 / acetonitrile / 20 °C
8.2: 67 percent / 20 °C
9.1: 77 percent / 4M HCl / dioxane / 6 h / 20 °C
View Scheme
参考文献
Nishimura, Yoshio; Adachi, Hayamitsu; Satoh, Takahiko; Shitara, Eiki; Nakamura, Hikaru; Kojima, Fukiko; Takeuchi, Tomio
Journal of Organic Chemistry, 2000 , vol. 65, # 16 p. 4871 - 4882
反应条件
1.1: (n-Bu)2SnO; MS 4A / benzene / Heating
1.2: 47 percent / iPr2NEt / dimethylformamide / 3 h / 20 °C
2.1: 81 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
3.1: 34 percent / NaBH4 / CH2Cl2; methanol / 1 h / -50 °C
4.1: pyridine / CH2Cl2 / 2 h / -40 °C
5.1: NaN3 / dimethylformamide / 20 °C
6.1: PPh3 / acetonitrile / 20 °C
6.2: 67 percent / 20 °C
7.1: 77 percent / 4M HCl / dioxane / 6 h / 20 °C
View Scheme
参考文献
Nishimura, Yoshio; Adachi, Hayamitsu; Satoh, Takahiko; Shitara, Eiki; Nakamura, Hikaru; Kojima, Fukiko; Takeuchi, Tomio
Journal of Organic Chemistry, 2000 , vol. 65, # 16 p. 4871 - 4882
反应条件
1.1: 93 percent / aq. AcOH / 20 °C
2.1: (n-Bu)2SnO; MS 4A / benzene / Heating
2.2: 47 percent / iPr2NEt / dimethylformamide / 3 h / 20 °C
3.1: 81 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
4.1: 34 percent / NaBH4 / CH2Cl2; methanol / 1 h / -50 °C
5.1: pyridine / CH2Cl2 / 2 h / -40 °C
6.1: NaN3 / dimethylformamide / 20 °C
7.1: PPh3 / acetonitrile / 20 °C
7.2: 67 percent / 20 °C
8.1: 77 percent / 4M HCl / dioxane / 6 h / 20 °C
View Scheme
参考文献
Nishimura, Yoshio; Adachi, Hayamitsu; Satoh, Takahiko; Shitara, Eiki; Nakamura, Hikaru; Kojima, Fukiko; Takeuchi, Tomio
Journal of Organic Chemistry, 2000 , vol. 65, # 16 p. 4871 - 4882
反应条件
1.1: 34 percent / NaBH4 / CH2Cl2; methanol / 1 h / -50 °C
2.1: pyridine / CH2Cl2 / 2 h / -40 °C
3.1: NaN3 / dimethylformamide / 20 °C
4.1: PPh3 / acetonitrile / 20 °C
4.2: 67 percent / 20 °C
5.1: 77 percent / 4M HCl / dioxane / 6 h / 20 °C
View Scheme
参考文献
Nishimura, Yoshio; Adachi, Hayamitsu; Satoh, Takahiko; Shitara, Eiki; Nakamura, Hikaru; Kojima, Fukiko; Takeuchi, Tomio
Journal of Organic Chemistry, 2000 , vol. 65, # 16 p. 4871 - 4882
反应条件
1.1: pyridine / CH2Cl2 / 2 h / -40 °C
2.1: NaN3 / dimethylformamide / 20 °C
3.1: PPh3 / acetonitrile / 20 °C
3.2: 67 percent / 20 °C
4.1: 77 percent / 4M HCl / dioxane / 6 h / 20 °C
View Scheme
参考文献
Nishimura, Yoshio; Adachi, Hayamitsu; Satoh, Takahiko; Shitara, Eiki; Nakamura, Hikaru; Kojima, Fukiko; Takeuchi, Tomio
Journal of Organic Chemistry, 2000 , vol. 65, # 16 p. 4871 - 4882
反应条件
1.1: 81 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
2.1: 34 percent / NaBH4 / CH2Cl2; methanol / 1 h / -50 °C
3.1: pyridine / CH2Cl2 / 2 h / -40 °C
4.1: NaN3 / dimethylformamide / 20 °C
5.1: PPh3 / acetonitrile / 20 °C
5.2: 67 percent / 20 °C
6.1: 77 percent / 4M HCl / dioxane / 6 h / 20 °C
View Scheme
参考文献
Nishimura, Yoshio; Adachi, Hayamitsu; Satoh, Takahiko; Shitara, Eiki; Nakamura, Hikaru; Kojima, Fukiko; Takeuchi, Tomio
Journal of Organic Chemistry, 2000 , vol. 65, # 16 p. 4871 - 4882
反应条件
1.1: PPh3 / acetonitrile / 20 °C
1.2: 67 percent / 20 °C
2.1: 77 percent / 4M HCl / dioxane / 6 h / 20 °C
View Scheme
参考文献
Nishimura, Yoshio; Adachi, Hayamitsu; Satoh, Takahiko; Shitara, Eiki; Nakamura, Hikaru; Kojima, Fukiko; Takeuchi, Tomio
Journal of Organic Chemistry, 2000 , vol. 65, # 16 p. 4871 - 4882
