(R)-3-(3-氟-4-硫代吗啉苯基)-5-(羟基甲基)噁唑啉-2-酮合成路线 （共 5 条）
反应条件
1: [3-fluoro-4-(4-thiomorpholinyl)phenyl]carbamic acid, phenylmethyl ester With n-butyllithium in tetrahydrofuran T=-78°C; 0.333333 h; Inert atmosphere; 2: (-)-(R)-glycidyl butyrate in tetrahydrofuran T=-78 - 20°C; Inert atmosphere;
参考文献
Yan, Shanshan; Miller, Marvin J.; Wencewicz, Timothy A.; Moellmann, Ute
Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 3 p. 1302 - 1305
反应条件
1: 99 percent / N,N-diisopropylethylamine / acetonitrile / 1.) RT, 2.) reflux, 24 h 2: H2 / W-2 Raney nickel / H2O; tetrahydrofuran / 2 h / 2068.6 Torr 3: NaHCO3 / H2O; tetrahydrofuran / 0.5 h 4: 1.) n-butyllithium / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 30 min View Scheme
参考文献
Barbachyn, Michael R.; Hutchinson, Douglas K.; Brickner, Steven J.; Cynamon, Michael H.; Kilburn, James O.; et al.
J. Med. Chem., 1996 , vol. 39, # 3 p. 680 - 685
反应条件
1: H2 / W-2 Raney nickel / H2O; tetrahydrofuran / 2 h / 2068.6 Torr 2: NaHCO3 / H2O; tetrahydrofuran / 0.5 h 3: 1.) n-butyllithium / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 30 min View Scheme
参考文献
Barbachyn, Michael R.; Hutchinson, Douglas K.; Brickner, Steven J.; Cynamon, Michael H.; Kilburn, James O.; et al.
J. Med. Chem., 1996 , vol. 39, # 3 p. 680 - 685
反应条件
1: NaHCO3 / H2O; tetrahydrofuran / 0.5 h 2: 1.) n-butyllithium / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 30 min View Scheme
参考文献
Barbachyn, Michael R.; Hutchinson, Douglas K.; Brickner, Steven J.; Cynamon, Michael H.; Kilburn, James O.; et al.
J. Med. Chem., 1996 , vol. 39, # 3 p. 680 - 685
反应条件
1: 99 percent / Et3N / CH2Cl2 / 2 h / Ambient temperature
2: 96 percent / NaN3 / dimethylformamide / 5 h / 65 °C
3: tetrahydrofuran / 2 h
4: H2O / 10 h / 40 °C
5: pyridine / CH2Cl2 / Ambient temperature
View Scheme
参考文献
Barbachyn, Michael R.; Hutchinson, Douglas K.; Brickner, Steven J.; Cynamon, Michael H.; Kilburn, James O.; et al.
J. Med. Chem., 1996 , vol. 39, # 3 p. 680 - 685
