(R)-(+)-1-苄基丙三醇合成路线 (共 40 条)
反应条件
1: NaNH2 / toluene / Heating
2: NaNH2
View Scheme
参考文献
Hong; An; Buchheit; Nechaev; Kirisits; West; Berdel
Journal of Medicinal Chemistry, 1986 , vol. 29, # 10 p. 2038 - 2044
反应条件
1: 50percent aq. sodium hydroxide / tetrabutylammonium hydrogen sulfate / 72 h / 65 °C
2: aq. HCl / methanol; CH2Cl2 / 2 h / Ambient temperature
3: 50percent aq. sodium hydroxide / tetrabutylammonium hydrogen sulfate / 72 h / 65 °C
4: aq. HCl / methanol; CH2Cl2 / 2 h / Ambient temperature
View Scheme
参考文献
Bartsch, Richard A.; Cason, Victor C.; Czech, Bronislaw P.
Journal of Organic Chemistry, 1989 , vol. 54, # 4 p. 857 - 860
反应条件
sulfuric acid
T=90°C; Cyclization; 2 h;
参考文献
Predvoditelev; Malenkovskaya; Nifant'ev
Russian Journal of General Chemistry, 1998 , vol. 68, # 6 p. 881 - 886
反应条件
1: 100 percent / thionyl chloride / CH2Cl2 / 0.5 h / -78 °C
2: 86 percent / sodium azide, ammonium chloride / dimethylformamide / Ambient temperature
View Scheme
参考文献
Sawant, Rajiv T.; Waghmode, Suresh B.
Tetrahedron, 2010 , vol. 66, # 11 p. 2010 - 2014
反应条件
1: 100 percent / thionyl chloride / CH2Cl2 / 0.5 h / -78 °C
2: 81 percent / dimethylformamide / Ambient temperature
View Scheme
参考文献
Carlsen, Per H.; Aase, Kristin J.
Acta Chemica Scandinavica, 1993 , vol. 47, # 6 p. 617 - 619
反应条件
1: 70 percent / pyridine / Ambient temperature
2: NaH / tetrahydrofuran / Heating
3: MgBr2 / benzene / 24 h / Heating
View Scheme
参考文献
Takano, Seiichi; Akiyama, Masashi; Sato, Seiji; Ogasawara, Kunio
Chemistry Letters, 1983 , p. 1593 - 1596
反应条件
di(n-butyl)tin oxide; cesium fluoride
1) toluene, 1 h, reflux, 2) DMF, r.t., 10 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Nagashima; Ohno
Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 8 p. 1972 - 1982
反应条件
Multi-step reaction with 2 steps 1: 100 percent / thionyl chloride / CH2Cl2 / 0.5 h / -78 °C2: dimethylformamide / Ambient temperature
参考文献
Carlsen, Per H.; Aase, Kristin J. Acta Chemica Scandinavica, 1993 , vol. 47, # 6 p. 617 - 619
反应条件
Multi-step reaction with 4 steps 1: Pseudomonas cepacia lipase / diisopropyl ether / 66 h / 20 °C2: triphenylphosphine; diethyl azodicarboxylate / diethyl ether3: Pseudomonas cepacia lipase; potassium dihydrogen phosphate; potassium hydrogen phosphate / diisopropyl ether / 34 h / 20 °C / pH 74: 96 percent / 4-dimethylaminopyridine; dicyclohexylcarbodiimide / CH2Cl2 / 0 - 20 °C
参考文献
Guanti, Giuseppe; Banfi, Luca; Basso, Andrea; Bevilacqua, Elisabetta; Bondanza, Laura; Riva, Renata Tetrahedron Asymmetry, 2004 , vol. 15, # 18 p. 2889 - 2892
反应条件
Multi-step reaction with 2 steps 1: 88 percent / 23 h / Ambient temperature; Pseudomonas fluorescens lipase (PFL)
参考文献
Herradon; Cueto; Morcuende; Valverde Tetrahedron Asymmetry, 1993 , vol. 4, # 5 p. 845 - 864