(3aR,4S,7R,7aS)-2,2,4-三甲基六氢[1,3]二氧杂环戊并[4,5-c]吡啶-7-醇合成路线 (共 10 条)
反应条件
ammonium formate; palladium on activated charcoal T=60°C;
参考文献
Jefferies, Ian; Bowen, Benjamin R.
Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 9 p. 1171 - 1174
反应条件
1.1: Tf2O; pyridine / CH2Cl2 1.2: 89 percent / NaN3 / dimethylformamide 2.1: 97 percent / 4A MS / tetrahydrofuran / -78 °C 3.1: 91 percent / H2 / Pd / methanol View Scheme
参考文献
Carbohydrate Research, , vol. 340, # 18 p. 2713 - 2718
反应条件
1: 97 percent / 4A MS / tetrahydrofuran / -78 °C 2: 91 percent / H2 / Pd / methanol View Scheme
参考文献
Carbohydrate Research, , vol. 340, # 18 p. 2713 - 2718
反应条件
1.1: 60 percent / CuSO4 / acetone 2.1: Tf2O; pyridine / CH2Cl2 2.2: 89 percent / NaN3 / dimethylformamide 3.1: 97 percent / 4A MS / tetrahydrofuran / -78 °C 4.1: 91 percent / H2 / Pd / methanol View Scheme
参考文献
Carbohydrate Research, , vol. 340, # 18 p. 2713 - 2718
反应条件
1: 70 percent / NaH, nBu4NI / dimethylformamide 2: periodic acid / tetrahydrofuran; H2O 3: NaBH4 / methanol 4: pyridine / CH2Cl2 5: NaN3 / dimethylformamide / 0 °C 6: 74 percent / ammonium formate / 10percent Pd-C / 60 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 7, # 9 p. 1171 - 1174
反应条件
1: pyridine / CH2Cl2 2: NaN3 / dimethylformamide / 0 °C 3: 74 percent / ammonium formate / 10percent Pd-C / 60 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 7, # 9 p. 1171 - 1174
反应条件
1: periodic acid / tetrahydrofuran; H2O 2: NaBH4 / methanol 3: pyridine / CH2Cl2 4: NaN3 / dimethylformamide / 0 °C 5: 74 percent / ammonium formate / 10percent Pd-C / 60 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 7, # 9 p. 1171 - 1174
反应条件
1: 2.) hydrogen chloride / 1.) alkaline solution, Humphlett procedure for oxygenation , 2.) i-PrOH 2: 60 percent / anhyd. CuSO4 3: CH2Cl2 4: 89 percent / NaN3 / dimethylformamide / 0 °C 5: 97 percent / tetrahydrofuran / -78 °C 6: H2 / palladium black / ethanol 7: intramolecular reductive amination View Scheme
参考文献
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , p. 665 - 666
反应条件
1: 89 percent / NaN3 / dimethylformamide / 0 °C 2: 97 percent / tetrahydrofuran / -78 °C 3: H2 / palladium black / ethanol 4: intramolecular reductive amination View Scheme
参考文献
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , p. 665 - 666
反应条件
1: methanol; potassium carbonate / 4.5 h / 20 °C / Inert atmosphere 2: sulfuric acid; copper(II) sulfate / 24 h / 20 °C / Inert atmosphere 3: hydrogen; palladium / Inert atmosphere View Scheme
参考文献
Chemistry - A European Journal, , vol. 18, # 25 p. 7686 - 7690