3-羟基-1-金刚烷羧酸甲酯合成路线 (共 9 条)
反应条件
1: 94 percent / sulfur tetrafluoride 2: 87 percent / KOH / ethanol; H2O 3: 97 percent / H3B*S(CH3)2 View Scheme
参考文献
Adcock, William; Kok, Gaik B.
Journal of Organic Chemistry, 1987 , vol. 52, # 3 p. 356 - 364
反应条件
potassium hydroxide in methanol
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
tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate in acetone
T=20°C; 48 h;
参考文献
Kolocouris, Antonios; Hansen, Raino K.; Broadhurst, R. William
Journal of Medicinal Chemistry, 2004 , vol. 47, # 20 p. 4975 - 4978
反应条件
sulfuric acid in 1,2-dichloro-ethane
20 h; Heating;
参考文献
Adcock, William; Kok, Gaik B.
Journal of Organic Chemistry, 1987 , vol. 52, # 3 p. 356 - 364
反应条件
in N,N-dimethyl-formamide
T=23°C; 150 h; culture of Absidia cylindrospora (I.M.I. 342950);
参考文献
Ridyard, Colin H.; Whittaker, Roger A.; Higgins, Stanley D.; Roberts, Stanley M.; Willets, Andrew J.; et al.
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1996 , # 9 p. 1811 - 1820
反应条件
1: 79 percent / Et3N / CH2Cl2 / 5 °C
2: 21 percent / Absidia cylindrospora (IMI 342950) / ethanol / 72 h / 23 °C
View Scheme
参考文献
Ridyard, Colin H.; Whittaker, Roger A.; Higgins, Stanley D.; Roberts, Stanley M.; Willets, Andrew J.; et al.
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1996 , # 9 p. 1811 - 1820
反应条件
sodium hydroxide; phosphate buffer; oxygen
1) 40 deg C, 3 h, 2) Et2O-MeOH; Yield given. Multistep reaction. Yields of byproduct given;
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
ethanol; water; triethylamine
T=70°C; other temperatures; Kinetics;
参考文献
Grob, Cyril A.; Schaub, Bruno
Helvetica Chimica Acta, 1982 , vol. 65, # 6 p. 1720 - 1727
反应条件
1: 48 percent / diethylaminosulfur trifluoride / CH2Cl2 / 3 h / -80 - 25 °C
2: 85 percent / NaOH; MeOH / tetrahydrofuran / 12 h / 20 °C
View Scheme
参考文献
Adcock, William; Kok, Gaik B.
Journal of Organic Chemistry, 1987 , vol. 52, # 3 p. 356 - 364