(S)-(-)-1,1,1-三氟-2-癸醇合成路线 （共 13 条）
反应条件
1: 66 percent / lithium diisopropyl amine / tetrahydrofuran
2: hydrogen / Lindar catalyst / hexane
3: pyridine / CH2Cl2 / 10 h / Ambient temperature
4: 2.) hydrogen / 1.) lipase-MY (Candida cylindracea); 2.) PtO2 / 1.) H2O; 2.) EtOH
View Scheme
参考文献
Kitazume, Tomoya; Lin, Jeng Tain; Yamazaki, Takashi; Takeda, Mitsunori
Journal of Fluorine Chemistry, 1989 , vol. 43, p. 177 - 188
反应条件
hydrogen; palladium on activated charcoal in methanol
参考文献
Hanzawa; Kawagoe; Ito; Kobayashi
Chemical and Pharmaceutical Bulletin, 1987 , vol. 35, # 4 p. 1633 - 1636
反应条件
1: hydrogen / Lindar catalyst / hexane
2: pyridine / CH2Cl2 / 10 h / Ambient temperature
3: 2.) hydrogen / 1.) lipase-MY (Candida cylindracea); 2.) PtO2 / 1.) H2O; 2.) EtOH
View Scheme
参考文献
Kitazume, Tomoya; Lin, Jeng Tain; Yamazaki, Takashi; Takeda, Mitsunori
Journal of Fluorine Chemistry, 1989 , vol. 43, p. 177 - 188
反应条件
1: pyridine / CH2Cl2 / 10 h / Ambient temperature
2: 2.) hydrogen / 1.) lipase-MY (Candida cylindracea); 2.) PtO2 / 1.) H2O; 2.) EtOH
View Scheme
参考文献
Kitazume, Tomoya; Lin, Jeng Tain; Yamazaki, Takashi; Takeda, Mitsunori
Journal of Fluorine Chemistry, 1989 , vol. 43, p. 177 - 188
反应条件
1: 51 percent / 1.) NaBH4; 2.) Red-Al / 3 weeks
2: H2 / Pd-C / methanol
View Scheme
参考文献
Hanzawa; Kawagoe; Ito; Kobayashi
Chemical and Pharmaceutical Bulletin, 1987 , vol. 35, # 4 p. 1633 - 1636
反应条件
sodium hydroxide in methanol
2 h; Ambient temperature; Yield given;
参考文献
Petschen, Ines; Malo, Edi A.; Bosch; Guerrero, Angel
Tetrahedron Asymmetry, 1996 , vol. 7, # 7 p. 2135 - 2143
反应条件
1: hexane / 45 h / 37 °C / Candida antarctica lipase
2: 10percent aq. NaOH / methanol / 2 h / Ambient temperature
View Scheme
参考文献
Petschen, Ines; Malo, Edi A.; Bosch; Guerrero, Angel
Tetrahedron Asymmetry, 1996 , vol. 7, # 7 p. 2135 - 2143
反应条件
in tetrahydrofuran
T=-15°C; 7 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Hamada, Hiroki; Shiromoto, Mizuho; Funahashi, Makoto; Itoh, Toshiyuki; Nakamura, Kaoru
Journal of Organic Chemistry, 1996 , vol. 61, # 7 p. 2332 - 2336
反应条件
copper(l) iodide in tetrahydrofuran; diethyl ether
3 h; -20 deg C to room temp.; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Takahashi, Osamu; Furuhashi, Keizo; Fukumasa, Mitsuo; Hirai, Toshihiro
Tetrahedron Letters, 1990 , vol. 31, # 48 p. 7031 - 7034
反应条件
hydrogen; platinum(IV) oxide; lipase-MY (Candida cylindracea)
1.) H2O; 2.) EtOH, r.t., 24 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Kitazume, Tomoya; Lin, Jeng Tain; Yamazaki, Takashi; Takeda, Mitsunori
Journal of Fluorine Chemistry, 1989 , vol. 43, p. 177 - 188
