2-[(3-甲氧基苯基)甲基]-丙二酸1,3-二乙酯合成路线 (共 7 条)
反应条件
1: 75 percent / LiAlH4 / diethyl ether / 4 h / 25 °C 2: Pseudomonas cepacia lipase 3: Et3N / tetrahydrofuran / 2 h / 0 - 25 °C 4: dimethylsulfoxide / 12 h / 45 °C 5: aq. H2SO4 / acetic acid / 2 h / 110 °C 6: 1.) LDA, HMPA / 1.) THF, -78 deg C, 0.5 h, 2.) THF, from -78 deg C to 0 deg C 7: BBr3 / CH2Cl2 / 13 h / -18 - 0 °C View Scheme
参考文献
Groen, M.B.; Leemhuis, J.
Tetrahedron Letters, 1980 , vol. 21, p. 5043 - 5046
反应条件
sodium in ethanol
30 h; Heating;
参考文献
Radler; Wermeille; Blaschke
Arzneimittel-Forschung/Drug Research, 1995 , vol. 45, # 10 p. 1086 - 1092
反应条件
potassium tert-butylate
参考文献
THE UNIVERSITY COURT OF THE UNIVERSITY OF ST ANDREWS
Patent: WO2004/69774 A2, 2004 ;
Location in patent: Page 20 ;
参考文献
Citterio, Attilio; Sebastiano, Roberto; Marion, Antonio; Santi, Roberto
Journal of Organic Chemistry, 1991 , vol. 56, # 18 p. 5328 - 5335
反应条件
lithium aluminium tetrahydride in diethyl ether
2 h; Ambient temperature;
参考文献
Czech, Bronislaw P.; Zazulak, Wolodymyr; Kumar, Anand; Olsher, Uriel; Feinberg, Hadar; et al.
Journal of Heterocyclic Chemistry, 1992 , vol. 29, # 6 p. 1389 - 1400
反应条件
1: reduction
2: NaH / tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / 20 °C
3: dimethylsulfoxide / 50 °C
4: H2SO4 / acetic acid; H2O / 0.5 h / 110 °C
5: 1) diisopropylamine-Li / 1) THF/HMPA, -70 deg C, 2) THF/HMPA, -70 to -50 deg C
6: 80 percent / BBr3 / CH2Cl2 / 0 °C / demethylation
7: LiAlH4 / tetrahydrofuran / 2 h / 20 °C
View Scheme
参考文献
Groen, M.B.; Leemhuis, J.
Tetrahedron Letters, 1980 , vol. 21, p. 5043 - 5046
反应条件
1: reduction
2: NaH / tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / 20 °C
3: dimethylsulfoxide / 50 °C
4: H2SO4 / acetic acid; H2O / 0.5 h / 110 °C
5: 1) diisopropylamine-Li / 1) THF/HMPA, -70 deg C, 2) THF/HMPA, -70 to -50 deg C
6: 80 percent / BBr3 / CH2Cl2 / 0 °C / demethylation
7: LiAlH4 / tetrahydrofuran / 2 h / 20 °C
View Scheme
参考文献
Groen, M.B.; Leemhuis, J.
Tetrahedron Letters, 1980 , vol. 21, p. 5043 - 5046