(3beta)-3-[(四氢-2H-吡喃-2-基)氧基]-胆-5-烯-24-醛合成路线 （共 9 条）
反应条件
1: 80 percent / PPh3 / pyridine 2: 99 percent / n-BuLi; D2O 4: HCl 5: 4 percent / Morus alba View Scheme
参考文献
Okuzumi, Tatsuya; Kaji, Yuko; Hamada, Hiroki; Fujimoto, Yoshinori
Tetrahedron Letters, 2000 , vol. 41, # 19 p. 3623 - 3626
→
1715-86-2(3S,9R,10R,13S,14R,17R)-10,13-二甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-2,3,4,9,11,12,14,15,16,17-十氢-1H-环戊并[a]菲-3-醇
反应条件
1: p-toluenesulfonic acid / benzene 3: tetra-n-butylammonium fluoride 4: 1.) d.HCl; 2.) triphenylphosphorane / 1.) in acetone; 2.) Wittig-reaction View Scheme
参考文献
Chemical and pharmaceutical bulletin, , vol. 36, # 7 p. 2724 - 2725
反应条件
1.1: 80 percent / PPh3 / pyridine 2.1: 95 percent / n-BuLi; H2O 3.2: 73 percent / DCl; D2O 4.1: Morus alba / 336000 h View Scheme
参考文献
Okuzumi, Tatsuya; Kaji, Yuko; Hamada, Hiroki; Fujimoto, Yoshinori
Tetrahedron Letters, 2000 , vol. 41, # 19 p. 3623 - 3626
反应条件
1.1: butyllithium / tetrahydrofuran / 0.5 h / 0 °C 1.2: 77 percent / tetrahydrofuran / 2 h / 20 °C 2.1: conc. hydrochloric acid / tetrahydrofuran; methanol / 1 h / 20 °C View Scheme
参考文献
Khripach; Zhabinskii; Konstantinova; Antonchick
Russian Journal of Bioorganic Chemistry, 2002 , vol. 28, # 3 p. 257 - 261
反应条件
2) THP group removal; Yield given. Multistep reaction;
参考文献
Koreeda, Masato; Tanaka, Yoshio; Schwartz, Anchel
Journal of Organic Chemistry, 1980 , vol. 45, # 6 p. 1172 - 1174
反应条件
1.1: butyllithium / tetrahydrofuran / 0.5 h / 0 °C 1.2: 77 percent / tetrahydrofuran / 2 h / 20 °C 2.1: conc. hydrochloric acid / tetrahydrofuran; methanol / 1 h / 20 °C 3.1: 1.4 g / pyridine; dimethylaminopyridine / 12 h / 20 °C 4.1: 87 percent / AD-mix-β; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 50 h / 20 °C 5.1: pyridine / CHCl3 / 3 h / 20 °C 6.1: 1.8 g / K2CO3 / methanol; H2O / 15 h / 20 - 40 °C 7.1: aq. hydrobromic acid / CHCl3; acetic acid / 1.5 h / 20 °C 7.2: 44 percent / tributyltin hydride; α,α'-azobis(isobutyronitrile) / benzene / 1 h / Heating View Scheme
参考文献
Khripach; Zhabinskii; Konstantinova; Antonchick
Russian Journal of Bioorganic Chemistry, 2002 , vol. 28, # 3 p. 257 - 261
反应条件
1: 80 percent / PPh3 / pyridine 2: 99 percent / n-BuLi; D2O 4: HCl 5: 81 percent / Morus alba View Scheme
参考文献
Okuzumi, Tatsuya; Kaji, Yuko; Hamada, Hiroki; Fujimoto, Yoshinori
Tetrahedron Letters, 2000 , vol. 41, # 19 p. 3623 - 3626
反应条件
1.1: butyllithium / tetrahydrofuran / 0.5 h / 0 °C 1.2: 77 percent / tetrahydrofuran / 2 h / 20 °C 2.1: conc. hydrochloric acid / tetrahydrofuran; methanol / 1 h / 20 °C 3.1: 1.4 g / pyridine; dimethylaminopyridine / 12 h / 20 °C 4.1: 87 percent / AD-mix-β; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 50 h / 20 °C 5.1: pyridine / CHCl3 / 3 h / 20 °C 6.1: 1.8 g / K2CO3 / methanol; H2O / 15 h / 20 - 40 °C View Scheme
参考文献
Khripach; Zhabinskii; Konstantinova; Antonchick
Russian Journal of Bioorganic Chemistry, 2002 , vol. 28, # 3 p. 257 - 261
反应条件
Multi-step reaction with 3 steps 1: p-toluenesulfonic acid / benzene3: tetra-n-butylammonium fluoride
参考文献
Ogihara; Morisaki Chemical and pharmaceutical bulletin, 1988 , vol. 36, # 7 p. 2724 - 2725
