1,4-苯并二氧六环-2-甲酸乙酯合成路线 (共 44 条)
反应条件
1: 1.) AlCl3, 2.) 28percent NH4OH / 1.) CS2, r.t., overnight, 2.) EtOH, r.t., 72 h
2: 75 percent / HCl / 24 h / Heating
View Scheme
参考文献
Khouili; Guillaumet; Coudert; Pujol
Farmaco, 1996 , vol. 51, # 3 p. 175 - 184
反应条件
1: N-bromosuccinimide (NBS), benzoyl peroxide / CCl4 / 6 h / Heating
2: sodium iodide / acetone / 1.5 h / Ambient temperature
3: 93 percent / 8percent NaOH / 1 h / 95 °C
4: 100 percent / thionyl chloride / benzene / 6 h / Heating
View Scheme
参考文献
Lalloz, Lucien; Loppinet, Vincent; Coudert, Gerard; Guillaumet, Gerald; Loubinoux, Bernard; et al.
Journal of Medicinal Chemistry, 1981 , vol. 24, # 8 p. 994 - 998
反应条件
1: 99 percent / N-bromosuccinimide, CaCO3, benzoyl peroxide / 18 h / Heating
2: 94 percent / sodium iodide / acetone / Ambient temperature
3: 91 percent / sodium hydroxide / 1.33 h / 70 - 80 °C
View Scheme
参考文献
Lalloz, Lucien; Loppinet, Vincent; Coudert, Gerard; Guillaumet, Gerald; Loubinoux, Bernard; et al.
Journal of Medicinal Chemistry, 1981 , vol. 24, # 8 p. 994 - 998
参考文献
Koo et al.
Journal of the American Chemical Society, 1955 , vol. 77, p. 5373
反应条件
1: 98 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 20 °C
2: 96 percent / NBS; PPh3 / dimethylformamide / 6 h / 40 °C
3: 60 percent / dimethylsulfoxide / 72 h / 65 °C
4: 92 percent / H2; conc. HCl / 10 percent Pd-C / methanol / 20 °C / 760 Torr
View Scheme
参考文献
Sanchez, Isabel; Dolors Pujol, Maria; Guillaumet, Gerald; Massingham, Roy; Monteil, Andre; Dureng, Georges; Winslow, Eileen
European Journal of Medicinal Chemistry, 2000 , vol. 35, # 7-8 p. 663 - 676
反应条件
whole cells of Arthrobacter sp. ABL MTCC No. 5125 lipase in aq. phosphate buffer; butan-1-ol
T=25°C; pH=7.1; 4 h; enantioselective reaction;
参考文献
Rouf, Abdul; Gupta, Pankaj; Aga, Mushtaq A.; Kumar, Brijesh; Chaubey, Asha; Parshad, Rajinder; Taneja, Subhash C.
Tetrahedron Asymmetry, 2012 , vol. 23, # 22-23 p. 1615 - 1623
反应条件
1: 1.) NaOH; 2.) SOCl2
2: H2O; CHCl3 / 2 h / 20 °C
3: LiAlH4 / tetrahydrofuran / 12 h / Heating
4: 6N HCl / H2O / 12 h / Ambient temperature
5: 9 percent / hydroxylamine hydrochloride, sodium acetate / methanol / 8 h / Ambient temperature
View Scheme
参考文献
Mauleon; Antunez; Rosell
Farmaco, 1989 , vol. 44, # 11 p. 1109 - 1117
反应条件
1: 1.) NaOH; 2.) SOCl2
2: H2O; CHCl3 / 2 h / 20 °C
3: LiAlH4 / tetrahydrofuran / 12 h / Heating
4: 6N HCl / H2O / 12 h / Ambient temperature
5: 9 percent / hydroxylamine hydrochloride, sodium acetate / methanol / 8 h / Ambient temperature
6: LiAlH4 / tetrahydrofuran; diethyl ether / 3 h / Heating
View Scheme
参考文献
Mauleon; Antunez; Rosell
Farmaco, 1989 , vol. 44, # 11 p. 1109 - 1117
反应条件
hydrazine hydrate in ethanol
Reflux;
参考文献
Khalilullah, Habibullah; Khan, Shamshir; Ahsan, Mohamed Jawed; Ahmed, Bahar
Bulletin of the Korean Chemical Society, 2012 , vol. 33, # 2 p. 575 - 582
反应条件
in ethanol
2 h; Ambient temperature;
参考文献
Chapleo, Christopher B.; Davis, John A.; Myers, Peter L.; Readhead, Michael J.; Stillings, Michael R.; et al.
Journal of Heterocyclic Chemistry, 1984 , vol. 21, # 1 p. 77 - 80