(3S,4s)-4-苄基-3-(3-甲基戊酰基)-噁唑啉-2-酮合成路线 （共 15 条）
反应条件
sodium tetrahydroborate in tetrahydrofuran; ethanol T=0 - 20°C;
参考文献
Zhou; Lu; Chen; Yang
Chemistry of Natural Compounds, 2010 , vol. 46, # 1 p. 83 - 85
反应条件
n-butyllithium; ammonium chloride in tetrahydrofuran; PE; hexane
参考文献
Yissum Research Development Company of the Hebrew University of Jerusalem
Patent: US6417399 B1, 2002 ;
反应条件
1: in tetrahydrofuran
T=-78°C; Michael addition;
2: With water; ammonium chloride in tetrahydrofuran
optical yield given as percent destereoselective reaction;
参考文献
Zhou; Lu; Chen; Yang
Chemistry of Natural Compounds, 2010 , vol. 46, # 1 p. 83 - 85
反应条件
1: (3S)-methylvaleric acid With pivaloyl chloride; triethylamine in tetrahydrofuran
T=0°C; 1 h;
2: (S)-(-)-4-benzyl-2-oxazolidinone With lithium chloride
T=20°C; 13 h;
参考文献
Kawamura, Shuhei; Unno, Yuka; Asai, Akira; Arisawa, Mitsuhiro; Shuto, Satoshi
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 38 p. 6615 - 6622
反应条件
1: 71 percent / aq. HBr, NaNO2 / Ambient temperature
2: 58 percent / 1N aq. H2SO4, Zn / Ambient temperature
3: oxalyl chloride, DMF / CH2Cl2 / 1 h / 0 °C
4: 1.) BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, a) from -78 deg C to 0 deg C, b) 0 deg C, 2 h
View Scheme
参考文献
Roeder, Michael; Spiegelstein, Ofer; Schurig, Volker; Bialer, Meir; Yagen, Boris
Tetrahedron Asymmetry, 1999 , vol. 10, # 5 p. 841 - 853
反应条件
copper(I) bromide dimethylsulfide complex; boron trifluoride diethyl etherate in tetrahydrofuran
T=-78°C; 3 h; Yield given;
参考文献
Williams, David R.; Kissel, William S.; Li, Jie Jack
Tetrahedron Letters, 1998 , vol. 39, # 47 p. 8593 - 8596
反应条件
1: 58 percent / aq. Na2Cr2O7, H2SO4 / diethyl ether / Ambient temperature
2: oxalyl chloride, DMF / CH2Cl2 / 1 h / 0 °C
3: 1.) BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, a) from -78 deg C to 0 deg C, b) 0 deg C, 2 h
View Scheme
参考文献
Roeder, Michael; Spiegelstein, Ofer; Schurig, Volker; Bialer, Meir; Yagen, Boris
Tetrahedron Asymmetry, 1999 , vol. 10, # 5 p. 841 - 853
反应条件
1: oxalyl chloride, DMF / CH2Cl2 / 1 h / 0 °C
2: 1.) BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, a) from -78 deg C to 0 deg C, b) 0 deg C, 2 h
View Scheme
参考文献
Roeder, Michael; Spiegelstein, Ofer; Schurig, Volker; Bialer, Meir; Yagen, Boris
Tetrahedron Asymmetry, 1999 , vol. 10, # 5 p. 841 - 853
反应条件
1: 58 percent / 1N aq. H2SO4, Zn / Ambient temperature
2: oxalyl chloride, DMF / CH2Cl2 / 1 h / 0 °C
3: 1.) BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, a) from -78 deg C to 0 deg C, b) 0 deg C, 2 h
View Scheme
参考文献
Roeder, Michael; Spiegelstein, Ofer; Schurig, Volker; Bialer, Meir; Yagen, Boris
Tetrahedron Asymmetry, 1999 , vol. 10, # 5 p. 841 - 853
反应条件
1: 61 percent / LiAlH4 / diethyl ether / 240 h / Heating
2: 58 percent / aq. Na2Cr2O7, H2SO4 / diethyl ether / Ambient temperature
3: oxalyl chloride, DMF / CH2Cl2 / 1 h / 0 °C
4: 1.) BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, a) from -78 deg C to 0 deg C, b) 0 deg C, 2 h
View Scheme
参考文献
Roeder, Michael; Spiegelstein, Ofer; Schurig, Volker; Bialer, Meir; Yagen, Boris
Tetrahedron Asymmetry, 1999 , vol. 10, # 5 p. 841 - 853
