1-甲酰基环丙烷羧酸甲酯合成路线 （共 11 条）
反应条件
trichloroisocyanuric acid; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical in dichloromethane
T=-5 - 20°C; 0.666667 h;
参考文献
ELI LILLY AND COMPANY; COATES, David, Andrew; GILMOUR, Raymond; MARTIN, Jose, Alfredo; MARTIN DE LA NAVA, Eva, Maria
Patent: WO2012/74761 A1, 2012 ;
Location in patent: Page/Page column 21-22 ;
反应条件
1: With diisobutylaluminium hydride in dichloromethane
T=-78°C; 7 h;
2: With hydrogenchloride; ammonium chloride in dichloromethane; water
T=-78 - 20°C;
参考文献
VERTEX PHARMACEUTICALS INCORPORATED
Patent: WO2009/23269 A2, 2009 ;
Location in patent: Page/Page column 48 ;
WO 2009/023269 A2
参考文献
Nicolaou; Petasis; Li; et al.
Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5400 - 5403
反应条件
1.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 1 h / -10 °C
1.2: 2.5 h / Cooling with ice
2.1: trichloroisocyanuric acid / 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical / dichloromethane / 0.67 h / -5 - 20 °C
View Scheme
参考文献
ELI LILLY AND COMPANY; COATES, David, Andrew; GILMOUR, Raymond; MARTIN, Jose, Alfredo; MARTIN DE LA NAVA, Eva, Maria
Patent: WO2012/74761 A1, 2012 ;
反应条件
1: 85 percent / DIBAL / CH2Cl2 / -78 °C
2: 100 percent / 0 °C
View Scheme
参考文献
Nicolaou; Petasis; Li; et al.
Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5400 - 5403
反应条件
sodium tetrahydroborate in methanol
T=-35°C;
参考文献
Nicolaou, K. C.; Hernandez, P. E.; Ladduwahetty, T.; Randall, J. L.; Webber, S. E.; et al.
Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5403 - 5404
反应条件
triphenylphosphine in dichloromethane
T=0°C;
参考文献
Nicolaou; Petasis; Li; et al.
Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5400 - 5403
反应条件
1: 70 percent / Ph3P / CH2Cl2 / 0 °C
2: 80 percent / DIBAL / CH2Cl2 / -78 °C
View Scheme
参考文献
Nicolaou; Petasis; Li; et al.
Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5400 - 5403
反应条件
1: 70 percent / Ph3P / CH2Cl2 / 0 °C
2: 80 percent / DIBAL / CH2Cl2 / -78 °C
3: 90 percent / Et3N, DMAP / CH2Cl2
4: 1.) n-BuLi / 1.) THF, -78 deg C, 2.) -78 deg C to reflux
View Scheme
参考文献
Nicolaou; Petasis; Li; et al.
Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5400 - 5403
反应条件
1: With ammonium acetate in methanol
T=60°C; 2.5 h;
2: With sodium cyanoborohydride in methanol
T=0 - 20°C;
3: With ammonium hydroxide; water in methanol
参考文献
Myriad Genetics, Incorporated
Patent: US2009/275583 A1, 2009 ;
Location in patent: Page/Page column 32 ;
