甲基 (2R,3S)-(+)-2,3-二羟基-3-苯基丙酸盐合成路线 (共 30 条)
反应条件
hydrogen fluoride in acetonitrile T=20°C; Substitution; 6 h;
参考文献
Tetrahedron, , vol. 56, # 4 p. 677 - 683
反应条件
1: tert-butyl 4-chlorobenzoyloxycarbamate With osmium(VIII) oxide; (DHQ)2-PHAL in acetonitrile T=20°C; 0.166667 h; 2: trans-cinnamic acid methyl ester in water; acetonitrile T=20°C; optical yield given as percent eeenantioselective reaction;
参考文献
Harris, Lawrence; Mee, Simon P. H.; Furneaux, Richard H.; Gainsford, Graeme J.; Luxenburger, Andreas
Journal of Organic Chemistry, 2011 , vol. 76, # 2 p. 358 - 372
反应条件
1: (2S,4R,5S)-4-O-t-butyldimethylsilyl-1,2-O-isopropylidene-1,2,4,5-tetrahydroxy-5-phenylpentan-3-one With periodic acid in ethyl acetate T=20°C; Oxidation; 2 h; 2: diazomethane in diethyl ether Methylation; 3: With hydrogen fluoride in acetonitrile T=20°C; Substitution; 6 h;
参考文献
Tetrahedron, , vol. 56, # 4 p. 677 - 683
反应条件
1: 71 percent / (DHQ)2-PHAL, K3Fe(CN)6, K2CO3 K2OsO2(OH)4, MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 0 °C 2: 91 percent / 5percent Pd/C / methanol 3: methanol View Scheme
参考文献
Heterocycles, , vol. 45, # 9 p. 1663 - 1669
反应条件
1.1: Chx2BCl; Et3N / diethyl ether / 1 h / -78 - 0 °C 1.2: diethyl ether / 5 h / 0 °C 1.3: 83 percent / aq. H2O2 / methanol; aq. phosphate buffer / 1 h / 20 °C / pH 7 2.1: H5IO6 / ethyl acetate / 2 h / 20 °C 2.2: diethyl ether 2.3: aq. HF / acetonitrile / 6 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 56, # 4 p. 677 - 683
反应条件
1: 4-methylmorpholine-4-oxide, OsO4 / 2-methyl-propan-2-ol; dimethylformamide / 4 h / 0 °C 2: 1.) LiOH / 1.) THF, H2O; 2.) Et2O View Scheme
参考文献
Helvetica Chimica Acta, , vol. 81, # 7 p. 1264 - 1276
反应条件
1: 87 percent / AgCN / toluene / 8 h / Heating 2: 4-methylmorpholine-4-oxide, OsO4 / 2-methyl-propan-2-ol; dimethylformamide / 4 h / 0 °C 3: 1.) LiOH / 1.) THF, H2O; 2.) Et2O View Scheme
参考文献
Helvetica Chimica Acta, , vol. 81, # 7 p. 1264 - 1276
反应条件
1: 91 percent / 5percent Pd/C / methanol 2: methanol View Scheme
参考文献
Heterocycles, , vol. 45, # 9 p. 1663 - 1669
参考文献
Heterocycles, , vol. 45, # 9 p. 1663 - 1669
反应条件
lipase Pseudomonas cepacia Ambient temperature; Yield given. Yields of byproduct given;
参考文献
Tetrahedron Letters, , vol. 39, # 15 p. 2163 - 2166