(3aR,4S,5R,6aS)-六氢-5-羟基-4-羟甲基-2H-环戊并[b]呋喃-2-酮合成路线 (共 5 条)
反应条件
1: 1H-imidazole / dichloromethane / 0 - 20 °C / Inert atmosphere
2: toluene-4-sulfonic acid / benzene / 1 h / Reflux
3: pyridinium p-toluenesulfonate / 1 h / 60 °C
View Scheme
参考文献
Loza, Vladimir V.; Vostrikov, Nikolay S.; Miftakhov, Mansur S.
Mendeleev Communications, 2012 , vol. 22, # 3 p. 125 - 126
反应条件
in dichloromethane
3 h; Ambient temperaturelipase AK;
参考文献
Sugahara; Satoh; Yamada; Takano
Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 10 p. 2758 - 2760
反应条件
triethylamine in tetrahydrofuran
T=23°C; 5 h; Lipase Amano PS; enzymatically with various lipases; regio- and enantioselective transesterifications; resolution of rac-1 into its enantiomers; Product distribution;
参考文献
Weidner, Judith; Theil, Fritz; Kunath, Annamarie; Schick, Hans
Liebigs Annalen der Chemie, 1991 , # 12 p. 1301 - 1304
反应条件
Multi-step reaction with 3 steps 1: 90 percent / pyridine2: pyridine3: 80percent aq. acetic acid / tetrahydrofuran / Heating
参考文献
Tolstikov, G. A.; Miftakhov, M. S.; Valeev, F. A.; Vostrikov, N. S.; Akhmetvaleev, R. R. Journal of Organic Chemistry USSR (English Translation), 1984 , vol. 20, p. 200 - 201Zhurnal Organicheskoi Khimii, 1984 , vol. 20, # 1 p. 221 - 222
反应条件
Multi-step reaction with 2 steps 1: 92 percent / tetrahydrofuran / 1 h / 40 - 60 °C2: CrO3/pyridine / CH2Cl2 / 1 h / 20 °C
参考文献
Mahrwald, Rainer; Theil, Fritz; Schick, Hans; Palme, Hans-Joachim; Nowak, Heidrun; et al. Synthesis, 1987 , # 11 p. 1012 - 1013