(2S,3R)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl 4-nitrobenzoate

• ChemBase编号: 168361
• 分子式: C24H23NO7
• 平均质量: 437.44192
• 单一同位素质量: 437.14745208
• SMILES: c1cc(c(cc1)O[C@@H]([C@H](COC(=O)c1ccc(cc1)[N+](=O)[O-])O)c1ccccc1)OCC
• Canonical SMILES: CCOc1ccccc1O[C@H](c1ccccc1)[C@H](COC(=O)c1ccc(cc1)[N+](=O)[O-])O
• InChI: InChI=1S/C24H23NO7/c1-2-30-21-10-6-7-11-22(21)32-23(17-8-4-3-5-9-17)20(26)16-31-24(27)18-12-14-19(15-13-18)25(28)29/h3-15,20,23,26H,2,16H2,1H3/t20-,23+/m0/s1
• InChIKey: WDILXXVWAWRMBW-NZQKXSOJSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3R)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl 4-nitrobenzoate
• IUPAC传统名: (2S,3R)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl 4-nitrobenzoate
• 别名: (2R,3S)-rel-3-(2-Ethoxyphenoxy)-3-phenyl-1,2-propanediol 1-(4-Nitrobenzoate); (R*,S*)-(+/-)-3-(2-Ethoxyphenoxy)-3-phenyl-1,2-propanediol 1-(4-Nitrobenzoate); (2RS,3RS)-3-(2-Ethoxyphenoxy)-2-hydroxy-1-(4-nitrobenzoyloxy)-3-phenylpropane

登记号

• CAS号: 98769-70-1
• PubChem SID: 162262493
• PubChem CID: 71316527

理论计算性质

• Acid pKa: 13.271836
• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): 4.9137983
• LogD (pH = 7.4): 4.913798
• Log P: 4.9137983
• 摩尔折射率: 117.4173 cm^3
• 极化性: 45.156048 Å^3
• 极化表面积: 110.81 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Dichloromethane; Ethyl Acetate
• 外观: Yellow Solid
• 熔点: 94-95°C

详细说明

Toronto Research Chemicals - E892665

An intermediate in the synthesis of Reboxetine (R142000).0

参考文献

• Melloni, P., et al.: Tetrahedron, 41, 1393 (1985)