(S)-(+)-4-异丙基-3-丙酰-2-恶唑烷酮合成路线 （共 11 条）
反应条件
1: (S)-4-isopropyl-oxazolidin-2-one With triethylamine; lithium chloride in tetrahydrofuran T=0°C; 0.5 h; 2: propionic acid anhydride in tetrahydrofuran T=0 - 20°C; 1.5 - 2 h;
参考文献
DAEWOONG PHARMACEUTICAL CO., LTD.; DAEWOONG CHEMICAL CO., LTD.
Patent: WO2008/127070 A1, 2008 ;
Location in patent: Page/Page column 13-14 ;
反应条件
n-butyllithium in tetrahydrofuran; hexane 1.) -78 deg C, 15 min, 2.) -78 deg C, 30 min;
参考文献
Cai, Xiaoqing; Zaleski, Paul A.; Cagir, Ali; Hecht, Sidney M.
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 12 p. 3831 - 3844
反应条件
1,8-diazabicyclo[5.4.0]undec-7-ene in acetonitrile T=20°C; Inert atmosphere; chemoselective reaction;
参考文献
Heller, Stephen T.; Schultz, Erica E.; Sarpong, Richmond
Angewandte Chemie - International Edition, 2012 , vol. 51, # 33 p. 8304 - 8308
反应条件
1: 4.8 g / LiAlH4 / tetrahydrofuran / 1.) -78 deg C, 0.5 h, 2.) 25 deg C, 2 h 2: 1.) n-butyllithium / 1.) THF, hexane, -78 deg C, 0.5 h, 2.) 0 deg C, 3 h View Scheme
参考文献
Journal of the American Chemical Society, , vol. 112, # 13 p. 5290 - 5313
反应条件
(S)-HBTM; N-ethyl-N,N-diisopropylamine in chloroform-d1 T=50°C; 3 h; Inert atmosphere;
参考文献
Organic Letters, , vol. 15, # 3 p. 472 - 475
反应条件
1.1: 9.59 g / K2CO3 / 145 °C 2.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -78 °C 2.2: 83 percent / tetrahydrofuran; hexane / 0.5 h View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 13, # 7 p. 675 - 680
反应条件
1: 86 percent / NaBH4, conc. H2SO4 / tetrahydrofuran; diethyl ether / Ambient temperature 2: 76 percent / K2CO3 / 4 h / 140 °C 3: 92 percent / 1.6 M BuLi / hexane; tetrahydrofuran / 0.33 h / -78 °C View Scheme
参考文献
Chemische Berichte, , vol. 129, # 11 p. 1361 - 1368
反应条件
sodium hydride 1.) DME, r.t., 24 h; 2.) DME, r.t., 24 h; Yield given. Multistep reaction;
参考文献
Tetrahedron Letters, , vol. 35, # 51 p. 9533 - 9536
反应条件
lithium diisopropyl amide in ethylene glycol dimethyl ether T=-20°C; 1 h; further solvents; Product distribution;
参考文献
Iseki, Katsuhiko; Asada, Daisuke; Takahashi, Mie; Nagai, Takabumi; Kobayashi, Yoshiro
Tetrahedron Letters, 1995 , vol. 36, # 21 p. 3711 - 3714
反应条件
1: 1.) dibutylboron trifluoromethanesulfonate, diisopropylethylamine, 2.) Et2AlCl / 1.) CH2Cl2, 0 deg C, 45 min, 2.) hexane, -78 deg C, 1 h 2: TsOH*H2O / CH2Cl2 / 5 h / Heating View Scheme
参考文献
Davies; Mortlock
Tetrahedron Asymmetry, 1991 , vol. 2, # 10 p. 1001 - 1004
