ethyl (2R)-2-hydroxy-4-phenylbutanoate

• ChemBase编号: 143229
• 分子式: C12H16O3
• 平均质量: 208.25364
• 单一同位素质量: 208.10994437
• SMILES: CCOC(=O)[C@@H](CCc1ccccc1)O
• Canonical SMILES: CCOC(=O)[C@@H](CCc1ccccc1)O
• InChI: InChI=1S/C12H16O3/c1-2-15-12(14)11(13)9-8-10-6-4-3-5-7-10/h3-7,11,13H,2,8-9H2,1H3/t11-/m1/s1
• InChIKey: ZJYKSSGYDPNKQS-LLVKDONJSA-N

名称和登记号

名称

• IUPAC标准名: ethyl (2R)-2-hydroxy-4-phenylbutanoate
• IUPAC传统名: ethyl (2R)-2-hydroxy-4-phenylbutanoate
• 别名: (R)-(-)-2-羟基-4-苯基丁酸乙酯; (αR)-α-Hydroxybenzenebutanoic Acid Ethyl Ester; (R)-Ethyl 2-Hydroxy-4-phenylbutanoate; Ethyl (R)-α-Hydroxybenzenebutanoate; Ethyl 2(R)-hydroxy-4-phenylbutyrate; (R)-2-Hydroxy-4-phenylbutyric Acid Ethyl Ester; Ethyl (R)-(-)-2-hydroxy-4-phenylbutyrate; (R)-Ethyl 2-hydroxy-4-phenylbutanoate

登记号

• CAS号: 90315-82-5
• MDL号: MFCD00077794
• Beilstein号: 3590943
• PubChem SID: 24879916; 24869747; 162237450
• PubChem CID: 2733848

理论计算性质

• Acid pKa: 12.695693
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 2.1317675
• LogD (pH = 7.4): 2.1317654
• Log P: 2.1317675
• 摩尔折射率: 57.5775 cm^3
• 极化性: 22.760132 Å^3
• 极化表面积: 46.53 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform
• 外观: Colorless Oil
• 沸点: 212 °C(lit.)
• 闪点: 150 °C; 302 °F
• 密度: 1.075 g/mL at 20 °C(lit.)
• 折射率: n20/D 1.504(lit.); n20/D 1.505
• 比旋光度: [α]20/D -21±1°, c = 1% in chloroform; [α]21/D -10°, neat

安全信息

• 保存条件: Refrigerator
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥97.5% (GC); ≥99.0% (sum of enantiomers, GC); 98%
• 级别: produced by BASF; puriss.
• 光学纯度: enantiomeric excess: ≥97.5%; enantiomeric ratio: ≥99:1 (HPLC)
• 线性分子式: C6H5CH2CH2CH(OH)CO2C2H5

详细说明

Sigma Aldrich - 727210

包装
5, 25 g in glass bottle
法律信息
ChiPros is a registered trademark of BASF SE

Sigma Aldrich - 460826

包装
5 g in glass bottle

Sigma Aldrich - 56114

Other Notes
通过相应的三氟甲磺酸盐或其它磺酸盐与胺反应生成 (S)-苯基丁氨酸的衍生物合成 ACE 抑制剂1,2,3

Toronto Research Chemicals - H949096

Used in the preparation of benzothiophenes, benzofurans, and indoles useful in the treatment of insulin resistance and hyperglycemia.

参考文献

• Chang, A., et al.: Diabetes, 32, 830 (1983)
• Goldstein, B. et al.: Cell Biochem., 48, 33 (1983)
• Sredy, J., et al.: Metabolism, 44, 1074 (1983)