(4R)-3-[(2S)-3-甲基-1-氧代-2-[(苄氧基)甲基]丁基]-4-苄基-2-恶唑啉酮合成路线 (共 11 条)
反应条件
1: (4R)-4-benzyl-3-(3-methyl-1-oxobutyl)-2-oxazolidinone With titanium tetrachloride in dichloromethane T=0°C; 0.166667 h; 2: With N-ethyl-N,N-diisopropylamine in dichloromethane T=0°C; 1 h; 3: chloromethyl benzyl ether in dichloromethane 16 h;
参考文献
Satoh, Motohide; Aramaki, Hisateru; Nakamura, Hiroshi; Inoue, Masafumi; Kawakami, Hiroshi; Shinkai, Hisashi; Matsuzaki, Yuji; Yamataka, Kazunobu
Patent: US2006/84665 A1, 2006 ;
Location in patent: Page/Page column 47 ;
反应条件
trifluorormethanesulfonic acid in dichloromethane; cyclohexane T=25°C; 2 h;
参考文献
Boger; Hong
Journal of the American Chemical Society, 2001 , vol. 123, # 35 p. 8515 - 8519
反应条件
1: (4R)-4-benzyl-3-(3-methyl-1-oxobutyl)-2-oxazolidinone With titanium tetrachloride; N-ethyl-N,N-diisopropylamine in dichloromethane T=0°C; 1 h; 2: chloromethyl benzyl ether in dichloromethane T=0°C; 20 h;
参考文献
Helvetica Chimica Acta, , vol. 86, # 8 p. 2848 - 2870
反应条件
1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 1.2: 100 percent / tetrahydrofuran; hexane / 4 h / -78 - 0 °C 2.1: TiCl4 / CH2Cl2 / 0.17 h / 0 °C 2.2: i-Pr2NEt / CH2Cl2 / 1 h / 0 °C 2.3: 95 percent / TiCl4 / CH2Cl2 / 2 h / 0 °C 3.1: 89 percent / CF3SO3H / CH2Cl2; cyclohexane / 2 h / 25 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 35 p. 8515 - 8519
反应条件
1.1: TiCl4 / CH2Cl2 / 0.17 h / 0 °C 1.2: i-Pr2NEt / CH2Cl2 / 1 h / 0 °C 1.3: 95 percent / TiCl4 / CH2Cl2 / 2 h / 0 °C 2.1: 89 percent / CF3SO3H / CH2Cl2; cyclohexane / 2 h / 25 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 35 p. 8515 - 8519
反应条件
1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 1.2: 100 percent / tetrahydrofuran; hexane / 4 h / -78 - 0 °C 2.1: TiCl4 / CH2Cl2 / 0.17 h / 0 °C 2.2: i-Pr2NEt / CH2Cl2 / 1 h / 0 °C 2.3: 95 percent / TiCl4 / CH2Cl2 / 2 h / 0 °C 3.1: 89 percent / CF3SO3H / CH2Cl2; cyclohexane / 2 h / 25 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 35 p. 8515 - 8519
反应条件
1: 33 percent / HCl 2: 50 percent / TiCl4 / CH2Cl2 View Scheme
参考文献
Tetrahedron Letters, , vol. 46, # 37 p. 6337 - 6340
反应条件
1: 82 percent / LiOH; H2O2 2: 86 percent / LAH / tetrahydrofuran 3: 61 percent / PPh3; NBS / CH2Cl2 4: Mg 5: 23 percent / H2 / Pd(OH)2/C 6: 38 percent / TPAP; NMMO 7: 65 percent / 2-hydroxypyridine; Et3N 8: TMSCl; phenol / CH2Cl2 View Scheme
参考文献
Tetrahedron Letters, , vol. 46, # 37 p. 6337 - 6340
反应条件
1: 82 percent / LiOH; H2O2 2: 86 percent / LAH / tetrahydrofuran 3: 61 percent / PPh3; NBS / CH2Cl2 View Scheme
参考文献
Goeschke, Richard; Stutz, Stefan; Heinzelmann, Walter; Maibaum, Juergen
Helvetica Chimica Acta, 2003 , vol. 86, # 8 p. 2848 - 2870
反应条件
1: 82 percent / LiOH; H2O2
2: 86 percent / LAH / tetrahydrofuran
3: 61 percent / PPh3; NBS / CH2Cl2
4: Mg
5: 23 percent / H2 / Pd(OH)2/C
6: 38 percent / TPAP; NMMO
7: 65 percent / 2-hydroxypyridine; Et3N
View Scheme
参考文献
Dong, Hua; Zhang, Zhi-Liu; Huang, Jia-Hui; Ma, Rujian; Chen, Shu-Hui; Li, Ge
Tetrahedron Letters, 2005 , vol. 46, # 37 p. 6337 - 6340