4-氧代金刚烷-1-羧酸甲酯合成路线 （共 12 条）
反应条件
1: With water; sodium hydroxide in tetrahydrofuran; methanol T=20°C; 16 h; 2: With hydrogenchloride in water pH=~ 1; 0.5 h; Cooling with ice;
参考文献
BRISTOL-MYERS SQUIBB COMPANY; WROBLESKI, Stephen T.; BROWN, Gregory D.; DOWEYKO, Lidia M.; DUAN, Jingwu; GUO, Junqing; HYNES, John; JIANG, Bin; KEMPSON, James; LIN, Shuqun; LU, Zhonghui; SPERGEL, Steven, H.; TOKARSKI, John S.; WU, Hong; YANG, Bingwei Vera
Patent: WO2012/125886 A1, 2012 ;
Location in patent: Page/Page column 93 ;
WO 2012/125886 A1
反应条件
1: 5-hydroxytricyclo[3.3.1.13,7 ]decan-2-one; formic acid With sulfuric acid; sulfur trioxide
T=60°C; 2.33333 h;
2: methanol T=0 - 23°C; 2 h;
参考文献
Rohde, Jeffrey J.; Pan, Liping; Pliushchev, Marina; Link, James T.
Patent: US2006/148871 A1, 2006 ;
Location in patent: Page/Page column 7 ;
US 20060148871 A1
反应条件
in methanol; formic acid; dichloromethane
参考文献
Madar, David J.; Djuric, Stevan W.; Michmerhuizen, Melissa J.; Kopecka, Hana A.; Li, Xiaofeng; Longenecker, Kenton L.; Pei, Zhonghua; Pireh, Daisy; Sham, Hing L.; Stewart, Kent D.; Szczepankiewicz, Bruce G.; Wiedeman, Paul E.; Yong, Hong
Patent: US2005/215784 A1, 2005 ;
US 20050215784 A1
反应条件
1: 5-hydroxytricyclo[3.3.1.13,7 ]decan-2-one; formic acid With sulfuric acid, fuming
T=60°C; 2.33333 h;
2: methanol T=0°C; 2 h;
参考文献
McConville; Bradley; Zhou; Schiffrin; O'Neil
Chemical Communications, 2014 , vol. 50, # 2 p. 186 - 188
反应条件
in chloroform
T=23°C; 12 h;
参考文献
SUMITOMO CHEMICAL COMPANY, LIMITED
Patent: US2012/270153 A1, 2012 ;
Location in patent: Page/Page column 43-44 ;
反应条件
jones reagent in acetone
T=0°C; 0.0166667 h;
参考文献
Miura, Toshiaki; Shibata, Kunihiko; Sawaya, Takuji; Kimura, Michiya
Chemical and Pharmaceutical Bulletin, 1982 , vol. 30, # 1 p. 67 - 73
反应条件
1: 64 percent / sodium periodate, ruthenium trichloride trihydrate / acetonitrile; CCl4; H2O / 1.) reflux, 3 h, 2.) RT, overnight
2: CH2Cl2
View Scheme
参考文献
Manchand; Cerruti; Martin; Hill; Merrett; Keech; Belshe; Connell; Sim
Journal of Medicinal Chemistry, 1990 , vol. 33, # 7 p. 1992 - 1995
反应条件
1: 78 percent / anhydrous nitric acid
2: 1.) 30percent oleum / 1.) 60 deg C, 3h; 3h, 2.) 0 deg C, 2.5h RT
View Scheme
参考文献
Noble, W. J. le; Srivastava, Sushil; Cheung, Chiu K.
Journal of Organic Chemistry, 1983 , vol. 48, # 7 p. 1099 - 1101
参考文献
Manchand; Cerruti; Martin; Hill; Merrett; Keech; Belshe; Connell; Sim
Journal of Medicinal Chemistry, 1990 , vol. 33, # 7 p. 1992 - 1995
反应条件
1: chloroform / 1 h / 60 °C
2: chloroform / 12 h / 23 °C
View Scheme
参考文献
SUMITOMO CHEMICAL COMPANY, LIMITED
Patent: US2012/270153 A1, 2012 ;
