(9Z)-9-十六碳烯-1-醇合成路线 （共 46 条）
反应条件
1: 1) 9-BBN, 2) H2O2, AcONa
2: 88 percent / H2 / Ni-P2
View Scheme
参考文献
Ishmuratov; Ishmuratova; Odinokov; Tolstikov
Chemistry of Natural Compounds, 1997 , vol. 33, # 1 p. 25 - 30
反应条件
1: 84 percent / O3 / CH2Cl2 / -78 °C
2: 1.) NaNH2 / 1.) THF, RT, 1 h, 2.) THF, from -10 deg C to RT
3: 96 percent / LAH / tetrahydrofuran / 5 h / -10 - 20 °C
View Scheme
参考文献
Narasimhan, S.; Mohan, H.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995 , vol. 34, # 11 p. 950 - 953
反应条件
1: 1.) LiNH2, HMPTA / 1.) RT, 1 h, 2.) a) 10 deg C, 1 h, b) RT, 15 h, c) 55 deg C, 10 h
2: 85 percent / p-TsOH / methanol; H2O / 18 h / 20 °C
3: 1.) iso-BuMgBr, 2.) Cp2TiCl2 / 1.) diethyl ether, 0 deg C, 15 min, 2.) diethyl ether, RT, 3 h
View Scheme
参考文献
Odinolov, V. N.; Dzhemilev, U. M.; Ishmuratov, G. Yu.; Botsman, L. P.; Vostrikova, O. S.; et al.
Chemistry of Natural Compounds, 1987 , vol. 23, p. 242 - 244
Khimiya Prirodnykh Soedinenii, 1987 , # 2 p. 286 - 289
反应条件
1: 75 percent / 48percent HBr / Heating
2: 99 percent / p-toluenesulfonic acid
3: 1.) LiNH2, HMPTA / 1.) RT, 1 h, 2.) a) 10 deg C, 1 h, b) RT, 15 h, c) 55 deg C, 10 h
4: 85 percent / p-TsOH / methanol; H2O / 18 h / 20 °C
5: 1.) iso-BuMgBr, 2.) Cp2TiCl2 / 1.) diethyl ether, 0 deg C, 15 min, 2.) diethyl ether, RT, 3 h
View Scheme
参考文献
Odinolov, V. N.; Dzhemilev, U. M.; Ishmuratov, G. Yu.; Botsman, L. P.; Vostrikova, O. S.; et al.
Chemistry of Natural Compounds, 1987 , vol. 23, p. 242 - 244
Khimiya Prirodnykh Soedinenii, 1987 , # 2 p. 286 - 289
反应条件
1: 99 percent / p-toluenesulfonic acid
2: 1.) LiNH2, HMPTA / 1.) RT, 1 h, 2.) a) 10 deg C, 1 h, b) RT, 15 h, c) 55 deg C, 10 h
3: 85 percent / p-TsOH / methanol; H2O / 18 h / 20 °C
4: 1.) iso-BuMgBr, 2.) Cp2TiCl2 / 1.) diethyl ether, 0 deg C, 15 min, 2.) diethyl ether, RT, 3 h
View Scheme
参考文献
Odinolov, V. N.; Dzhemilev, U. M.; Ishmuratov, G. Yu.; Botsman, L. P.; Vostrikova, O. S.; et al.
Chemistry of Natural Compounds, 1987 , vol. 23, p. 242 - 244
Khimiya Prirodnykh Soedinenii, 1987 , # 2 p. 286 - 289
反应条件
1: 85 percent / p-TsOH / methanol; H2O / 18 h / 20 °C
2: 1.) iso-BuMgBr, 2.) Cp2TiCl2 / 1.) diethyl ether, 0 deg C, 15 min, 2.) diethyl ether, RT, 3 h
View Scheme
参考文献
Odinolov, V. N.; Dzhemilev, U. M.; Ishmuratov, G. Yu.; Botsman, L. P.; Vostrikova, O. S.; et al.
Chemistry of Natural Compounds, 1987 , vol. 23, p. 242 - 244
Khimiya Prirodnykh Soedinenii, 1987 , # 2 p. 286 - 289
反应条件
1: 0.26 g / NaBH4 / dimethylformamide / 1 h / 80 °C
2: 0.19 g / conc. H2SO4 / 6 h / Heating
3: 0.14 g / LiAlH4 / tetrahydrofuran / 24 h / Ambient temperature
View Scheme
参考文献
Majee, R. N.; Ramani, R.
Journal of the Indian Chemical Society, 1993 , vol. 70, # 2 p. 167 - 168
反应条件
1: 0.56 g / phosphonium iodide, AcOH
2: 0.51 g / pyridine / 15 h / -5 °C
3: 0.30 g / NaI / acetone / 16 h / Heating
4: 0.26 g / NaBH4 / dimethylformamide / 1 h / 80 °C
5: 0.19 g / conc. H2SO4 / 6 h / Heating
6: 0.14 g / LiAlH4 / tetrahydrofuran / 24 h / Ambient temperature
View Scheme
参考文献
Majee, R. N.; Ramani, R.
Journal of the Indian Chemical Society, 1993 , vol. 70, # 2 p. 167 - 168
反应条件
1: 0.30 g / NaI / acetone / 16 h / Heating
2: 0.26 g / NaBH4 / dimethylformamide / 1 h / 80 °C
3: 0.19 g / conc. H2SO4 / 6 h / Heating
4: 0.14 g / LiAlH4 / tetrahydrofuran / 24 h / Ambient temperature
View Scheme
参考文献
Majee, R. N.; Ramani, R.
Journal of the Indian Chemical Society, 1993 , vol. 70, # 2 p. 167 - 168
反应条件
1: 90 percent / acetonitrile
2: DMSO, NaH / tetrahydrofuran / 0.5 h
View Scheme
参考文献
Horiike; Tanouchi; Hirano
Agricultural and Biological Chemistry, 1980 , vol. 44, # 2 p. 257 - 261
