(1R)-1-(3,4-dimethoxyphenyl)-2-iodoethan-1-ol

• ChemBase编号: 171677
• 分子式: C10H13IO3
• 平均质量: 308.11289
• 单一同位素质量: 307.99094228
• SMILES: c1(c(ccc(c1)[C@H](CI)O)OC)OC
• Canonical SMILES: IC[C@@H](c1ccc(c(c1)OC)OC)O
• InChI: InChI=1S/C10H13IO3/c1-13-9-4-3-7(8(12)6-11)5-10(9)14-2/h3-5,8,12H,6H2,1-2H3/t8-/m0/s1
• InChIKey: QXUYTOYFDIQESZ-QMMMGPOBSA-N

名称和登记号

名称

• IUPAC标准名: (1R)-1-(3,4-dimethoxyphenyl)-2-iodoethan-1-ol
• IUPAC传统名: (1R)-1-(3,4-dimethoxyphenyl)-2-iodoethanol
• 别名: (αR)-α-(Iodomethyl)-3,4-dimethoxybenzenemethanol

登记号

• CAS号: 833353-17-6
• PubChem SID: 164227587
• PubChem CID: 11197582

理论计算性质

• Acid pKa: 13.681188
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 2.074676
• LogD (pH = 7.4): 2.0746758
• Log P: 2.074676
• 摩尔折射率: 63.2 cm^3
• 极化性: 24.737452 Å^3
• 极化表面积: 38.69 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Dichloromethane; Ethyl Acetate
• 外观: White Solid

详细说明

Toronto Research Chemicals - I708380

(αR)-α-(Iodomethyl)-3,4-dimethoxy-benzenemethanol is used in the preparation of (R)-Isoprenaline, (R)-Norfluoxetine and (R)-Fluoxetine using stereoselective dihydroxylation method as key synthetic step.

参考文献

• Zerbe, R., et al.: J. Pharmacol. Exp. Ther., 232, 139 (1985)
• Bracher, F., et al.: Bioorg. Med. Chem., 4, 877 (1985)
• Robertson, D., et al.: J. Med. Chem., 31, 1412 (1985)