5-乙酰氨基-7,8,9-O-三乙酰基-2,6-脱水-4-叠氮-3,4,5-三脱氧-D-甘油-D-半乳-2-壬烯酸甲酯合成路线 （共 44 条）
反应条件
1: NMO monohydrate; OsO4; H2O / 2-methyl-propan-2-ol; acetone / 14 h / 20 °C 2: KBr; TBAB; aq. NaHCO3 / Ca(ClO)2; TEMPO / 16 - 20 °C 3: 120 mg / K2CO3 / dimethylformamide / 4 h / 20 °C 4: Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C 5: 118 mg / aq. HF / acetonitrile / 4 h / 30 °C 6: 65 percent / pyridine / 12 h / 20 °C 7: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C 8: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C View Scheme
参考文献
Organic Letters, , vol. 6, # 13 p. 2269 - 2272
反应条件
1: KBr; TBAB; aq. NaHCO3 / Ca(ClO)2; TEMPO / 16 - 20 °C 2: 120 mg / K2CO3 / dimethylformamide / 4 h / 20 °C 3: Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C 4: 118 mg / aq. HF / acetonitrile / 4 h / 30 °C 5: 65 percent / pyridine / 12 h / 20 °C 6: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C 7: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C View Scheme
参考文献
Organic Letters, , vol. 6, # 13 p. 2269 - 2272
反应条件
ammonia; triphenylphosphine; diethylazodicarboxylate in toluene T=0°C; 14 h;
参考文献
Liebigs Annalen der Chemie, , # 2 p. 129 - 134
反应条件
1: 82 percent / Me3SiSO3CF3 / acetonitrile / 2 h / 50 °C 2: 77 percent / trifluoroacetic acid / tetrahydrofuran / Ambient temperature 3: 67 percent / PPh3, NH3, DEAD / toluene / 14 h / 0 °C View Scheme
参考文献
Liebigs Annalen der Chemie, , # 2 p. 129 - 134
反应条件
1: 65 percent / pyridine / 12 h / 20 °C 2: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C 3: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C View Scheme
参考文献
Organic Letters, , vol. 6, # 13 p. 2269 - 2272
反应条件
1: 118 mg / aq. HF / acetonitrile / 4 h / 30 °C 2: 65 percent / pyridine / 12 h / 20 °C 3: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C 4: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C View Scheme
参考文献
Organic Letters, , vol. 6, # 13 p. 2269 - 2272
反应条件
1: Dess-Martin periodinane / CH2Cl2 / 0 - 20 °C 2: 118 mg / aq. HF / acetonitrile / 4 h / 30 °C 3: 65 percent / pyridine / 12 h / 20 °C 4: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C 5: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C View Scheme
参考文献
Organic Letters, , vol. 6, # 13 p. 2269 - 2272
反应条件
1: 74 percent / HCl / CH2Cl2 / 14 h / -40 - 20 °C 2: 98 percent / DBU / CH2Cl2 / 1 h / 10 °C View Scheme
参考文献
Organic Letters, , vol. 6, # 13 p. 2269 - 2272
反应条件
1: HCl(g) / acetonitrile / 20 h / -42 - 20 °C 2: 1,8-diazabicyclo<5.4.0>undec-7-ene / benzene / Ambient temperature 3: BF3*Et2O / benzene; methanol / 18 h / Ambient temperature 4: 50percent aq. AcOH / ethyl acetate / Ambient temperature 5: 87 percent / diphenylphosphoryl azide, 1,8-diazabicyclo<5.4.0>undec-7-ene / 23 h / Ambient temperature View Scheme
参考文献
Organic Preparations and Procedures International, , vol. 27, # 6 p. 637 - 644
反应条件
methyl sulfenyl bromide; 3 A molecular sieve; silver trifluoromethanesulfonate in 1,2-dichloro-ethane; acetonitrile T=-38°C; 16 h; Yield given;
参考文献
Carbohydrate Research, , vol. 267, # 2 p. 239 - 262
