(R)-N-(2-(苄氧基)-5-(2-溴-1-羟基乙基)苯基)甲酰胺合成路线 （共 12 条）
反应条件
1: (R)-2-bromo-1-[3-nitro-4-(benzyloxy)phenyl]ethanol With hydrogen; platinum(IV) oxide in tetrahydrofuran; toluene T=20°C; P=2844.39 Torr; 14 h; 2: formic acid in tetrahydrofuran; acetic anhydride; toluene T=20°C; 16 h;
参考文献
JOHNSON, Michael, Ross
Patent: WO2007/146867 A2, 2007 ;
Location in patent: Page/Page column 51-52 ;
WO 2007/146867 A2
反应条件
1: (R)-2-bromo-1-[3-nitro-4-(benzyloxy)phenyl]ethanol With hydrogen; platinum(IV) oxide in tetrahydrofuran; toluene T=20°C; P=2844.39 Torr; 16 h; 2: formic acid With acetic anhydride in tetrahydrofuran; toluene T=20°C; 66 h;
参考文献
JOHNSON, Michael, Ross; HIRSH, Andrew, J.; BOUCHER, Richard, C.; ZHANG, Jianzhong
Patent: WO2007/146869 A1, 2007 ;
Location in patent: Page/Page column 41; 69-70 ;
WO 2007/146869 A1
反应条件
acetic anhydride in tetrahydrofuran T=10 - 20°C; 1 h; optical yield given as percent ee;
参考文献
Shan, Wen-Jun; Huang, Ling; Zhou, Qi; Jiang, Huai-Lei; Luo, Zong-Hua; Lai, Ke-Fang; Li, Xing-Shu
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 4 p. 1523 - 1526
反应条件
acetic anhydride in tetrahydrofuran; toluene T=0 - 20°C; 2.5 h;
参考文献
Gilead Sciences, Inc.; Baker, William R.; Cai, Shaopei; Kaplan, Joshua Aaron; Kim, Musong; Loyer-Drew, Jennifer Alissa; Perreault, Stephane; Phillips, Gary; Purvis, II, Lafe J.; Stasiak, Marcin; Stevens, Kirk L.; Van Veldhuizen, Josh
Patent: US2011/275622 A1, 2011 ;
Location in patent: Paragraph 0294 ;
反应条件
1: With dimethylsulfide; palladium 10 on activated carbon in tetrahydrofuran 0.5 h; Inert atmosphere; 2: With hydrogen in tetrahydrofuran T=20 - 40°C; P=3345.86 Torr; 3.5 h; chemoselective reaction;
参考文献
Organic Process Research and Development, , vol. 4, # 6 p. 567 - 570
反应条件
1: [{(η5-C5Me5)RhCl}2(μ-Cl)2]; sodium formate / water / 2 h / 20 - 40 °C / Inert atmosphere 2: 5 platinum on carbon; dimethylsulfide; hydrogen / tetrahydrofuran / 12 h / 40 °C / 25858.1 Torr 3: acetic anhydride / tetrahydrofuran / 1 h / 10 - 20 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 4 p. 1523 - 1526
反应条件
1: hydrogen; platinum(IV) oxide / tetrahydrofuran; toluene / 20 °C / 2327.23 Torr 2: acetic anhydride / tetrahydrofuran; toluene / 2.5 h / 0 - 20 °C View Scheme
参考文献
Huang, Ling; Liu, Juntao; Shan, Wenjun; Liu, Bao; Shi, Anding; Li, Xingshu
Chirality, 2010 , vol. 22, # 2 p. 206 - 211
反应条件
1.1: potassium carbonate / water; acetone / 20 °C 1.2: 17 h / Reflux 2.1: bromine / acetic acid / 20 °C 3.1: [{(η5-C5Me5)RhCl}2(μ-Cl)2]; sodium formate / water / 2 h / 20 - 40 °C / Inert atmosphere 4.1: 5 platinum on carbon; dimethylsulfide; hydrogen / tetrahydrofuran / 12 h / 40 °C / 25858.1 Torr 5.1: acetic anhydride / tetrahydrofuran / 1 h / 10 - 20 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 4 p. 1523 - 1526
反应条件
1: bromine / acetic acid / 20 °C 2: [{(η5-C5Me5)RhCl}2(μ-Cl)2]; sodium formate / water / 2 h / 20 - 40 °C / Inert atmosphere 3: 5 platinum on carbon; dimethylsulfide; hydrogen / tetrahydrofuran / 12 h / 40 °C / 25858.1 Torr 4: acetic anhydride / tetrahydrofuran / 1 h / 10 - 20 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 4 p. 1523 - 1526
