4-甲基四氢-2H-吡喃-4-甲醛合成路线 （共 5 条）
反应条件
1: oxalyl dichloride With dimethyl sulfoxide in dichloromethane
T=-78°C; 0.166667 h;
2: (4-methyltetrahydro-2H-pyran-4-yl)methanol in dichloromethane
T=-78°C; 0.25 h;
3: With triethylamine
T=-78 - -10°C; 0.583333 h;
参考文献
Kaken Pharmaceutical Co., Ltd.
Patent: EP1431285 A1, 2004 ;
Location in patent: Page 107 ;
反应条件
1.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 0.75 h / -78 - 0 °C / Inert atmosphere
1.2: 22 h / -78 - 25 °C
2.1: diisobutylaluminium hydride / toluene / 19.5 h / -78 °C / Inert atmosphere
3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 2 h / -78 °C / Inert atmosphere
View Scheme
参考文献
BRISTOL-MYERS SQUIBB COMPANY; BELEMA, Makonen; SRINIVASU, Pothukanuri; BENDER, John A.; LOPEZ, Omar D.; CHEN, Qi; RAMPULLA, Richard A.; GUPTA, Samayamunthula Venkata Satya Arun Kumar; MEANWELL, Nicholas A.
Patent: WO2012/21591 A1, 2012 ;
WO 2012/021591 A1
反应条件
1: diisobutylaluminium hydride / toluene / 19.5 h / -78 °C / Inert atmosphere
2: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 2 h / -78 °C / Inert atmosphere
View Scheme
参考文献
BRISTOL-MYERS SQUIBB COMPANY; BELEMA, Makonen; SRINIVASU, Pothukanuri; BENDER, John A.; LOPEZ, Omar D.; CHEN, Qi; RAMPULLA, Richard A.; GUPTA, Samayamunthula Venkata Satya Arun Kumar; MEANWELL, Nicholas A.
Patent: WO2012/21591 A1, 2012 ;
WO 2012/021591 A1
反应条件
1: potassium tert-butylate / tetrahydrofuran / -10 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C
3: dipyridinium dichromate / dichloromethane
View Scheme
参考文献
Calvo, Raul R.; Meegalla, Sanath K.; Parks, Daniel J.; Parsons, William H.; Ballentine, Shelley K.; Lubin, Mary Lou; Schneider, Craig; Colburn, Raymond W.; Flores, Christopher M.; Player, Mark R.
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 5 p. 1903 - 1907
反应条件
1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C
2: dipyridinium dichromate / dichloromethane
View Scheme
参考文献
Calvo, Raul R.; Meegalla, Sanath K.; Parks, Daniel J.; Parsons, William H.; Ballentine, Shelley K.; Lubin, Mary Lou; Schneider, Craig; Colburn, Raymond W.; Flores, Christopher M.; Player, Mark R.
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 5 p. 1903 - 1907
