2-(2-甲氧基苯基)-4,4-二甲基-2-噁唑啉合成路线 (共 54 条)
反应条件
1: tetrahydrofuran / 2 h / 20 °C 2: 88 percent / 4.5 N aq. HCl / 12 h / Heating 3: 1.) acetyl chloride / 1.) 0 deg C, 0.25 h, 2.) reflux, 4 h 4: 42.55 g / diisobutylaluminum hydride / toluene / 0.25 h / -78 - -70 °C 5: pyridinium chlorochromate / CH2Cl2 / 0.5 h / 25 °C View Scheme
参考文献
Carini, David J.; Duncia, John V.; Aldrich, Paul E.; Chiu, Andrew T.; Johnson, Alexander L.; et al.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 8 p. 2525 - 2547
反应条件
1: tetrahydrofuran; diethyl ether / 3.5 h / Ambient temperature 2: nitromethane / 70 °C 3: 1.) NaBH4; 2.) 5percent aq. HCl / 1.) EtOH, RT, 4 h; 2.) 65 deg C, 20 min View Scheme
参考文献
Nate; Sekine; Honma; Nakai; Wada; Takeda; Yabana; Nagao
Chemical and pharmaceutical bulletin, 1987 , vol. 35, # 5 p. 1953 - 1968
反应条件
ammonium chloride; magnesium in tetrahydrofuran
参考文献
Merck and Co., Inc.
Patent: US4459422 A1, 1984 ;
反应条件
1: tetrahydrofuran / 2 h / 20 °C 2: 88 percent / 4.5 N aq. HCl / 12 h / Heating 3: oxalyl chloride / CH2Cl2 / 3 h / 25 °C View Scheme
参考文献
Carini, David J.; Duncia, John V.; Aldrich, Paul E.; Chiu, Andrew T.; Johnson, Alexander L.; et al.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 8 p. 2525 - 2547
反应条件
1: tetrahydrofuran / 2 h / 20 °C 2: 88 percent / 4.5 N aq. HCl / 12 h / Heating 3: 1.) acetyl chloride / 1.) 0 deg C, 0.25 h, 2.) reflux, 4 h 4: N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating 5: 1.) sodium methoxide / 1.) DMF, 25 deg C, 0.25 h, 2.) DMF, 40 deg C, 4 h 6: 56 percent / manganese dioxide / CH2Cl2 / 40 h / 25 °C 7: 40 percent / N-bromosuccinimide / CCl4 / 0.5 h / Irradiation 8: 58 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / tetrahydrofuran / 18 h / 25 °C 9: 88 percent / sodium borohydride / methanol / 0.5 h / 0 °C 10: 10percent aq. NaOH / ethanol / 14 h / Heating View Scheme
参考文献
Carini, David J.; Duncia, John V.; Aldrich, Paul E.; Chiu, Andrew T.; Johnson, Alexander L.; et al.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 8 p. 2525 - 2547
反应条件
1: tetrahydrofuran / Ambient temperature
2: H2SO4 / methanol / 4 h / Heating
3: 4.5 N HCl / Heating
4: H+
5: LiBH4
View Scheme
参考文献
VanAtten, Mary K.; Ensinger, Carol L.; Chiu, Andrew T.; McCall, Dale E.; Nguyen, Tam T.; et al.
Journal of Medicinal Chemistry, 1993 , vol. 36, # 25 p. 3985 - 3992
反应条件
1: tetrahydrofuran / 2 h / 20 °C
2: 96 percent / pyridine, phosphorus oxychloride / 3 h / 100 °C
3: N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating
4: 1.) sodium methoxide / 1.) DMF, 25 deg C, 0.25 h, 2.) DMF, 40 deg C, 4 h
View Scheme
参考文献
Carini, David J.; Duncia, John V.; Aldrich, Paul E.; Chiu, Andrew T.; Johnson, Alexander L.; et al.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 8 p. 2525 - 2547
反应条件
1: 99 percent
2: 100 percent / nitromethane / 70 °C
3: 74 percent / 1.) K-selectride, 2.) aq. HCl, 3.) aq.NaOH, H2O2 / 1.) 0 deg C, 1 h 40 min, 2.) 1 h, 3.) THF
View Scheme
参考文献
Wilson, Stephen R.; Mao, David T.; Khatri, Hiralal N.
Synthetic Communications, 1980 , vol. 10, # 1 p. 17 - 24
反应条件
1: 62 percent / diethyl ether / 18 h / Ambient temperature
2: 86 percent / conc. aq. HCl / 24 h / Heating
View Scheme
参考文献
Griffiths, D. Vaughan; Griffiths, Penelope A.; Karim, Khalku; Whitehead, Belinda J.
Journal of Chemical Research, Miniprint, 1996 , # 4 p. 901 - 925
反应条件
1: 90 percent
2: 90 percent / nitromethane / 70 °C
3: NaBH4 / methanol / 1 h / 0 °C
4: HCl / tetrahydrofuran
View Scheme
参考文献
Wilson, Stephen R.; Mao, David T.; Khatri, Hiralal N.
Synthetic Communications, 1980 , vol. 10, # 1 p. 17 - 24