5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ol

• ChemBase编号: 90392
• 分子式: C11H16BNO3
• 平均质量: 221.06064
• 单一同位素质量: 221.12232378
• SMILES: O1C(C(C)(C)OB1c1ccc(nc1)O)(C)C
• Canonical SMILES: Oc1ccc(cn1)B1OC(C(O1)(C)C)(C)C
• InChI: InChI=1S/C11H16BNO3/c1-10(2)11(3,4)16-12(15-10)8-5-6-9(14)13-7-8/h5-7H,1-4H3,(H,13,14)
• InChIKey: WAUWXCUPDOXYKS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ol
• IUPAC传统名: 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ol
• 别名: 2-羟基-5-(4,4,5,5-四甲基-1,3,2-二氧杂硼烷-2-基)吡啶; 2-羟基吡啶-5-硼酸频那醇酯; 6-羟基吡啶-3-硼酸频那醇酯; 2-羟基吡啶-5-硼酸频哪醇酯; 6-Hydroxypyridine-3-boronic acid, pinacol ester; 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ol; 2-Hydroxypyridine-5-boronic acid, pinacol ester; 2-Hydroxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine; 2-Hydroxypyridine-5-boronic acid, pinacol ester; 6-Hydroxypyridine-3-boronic acid pinacol ester; 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2(1H)-pyridinone; 6-Hydroxypyridine-3-boronic Acid Pinacol Ester; 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ol

登记号

• CAS号: 1054483-78-1
• MDL号: MFCD06795671
• PubChem SID: 162077205
• PubChem CID: 17750253

理论计算性质

• Acid pKa: 10.429755
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 3.0026748
• LogD (pH = 7.4): 3.0023131
• Log P: 3.0027
• 摩尔折射率: 55.8506 cm^3
• 极化性: 23.713045 Å^3
• 极化表面积: 51.58 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 196-200 °C

安全信息

• 保存注意事项: Irritant
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 2
• 危险公开号: 36-38
• 安全公开号: 26
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319
• GHS警示性声明: P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 97%; 98%
• Empirical Formula (Hill Notation): C11H16BNO3

详细说明

Sigma Aldrich - 706094

包装
1 g in glass bottle
250 mg in glass bottle

Toronto Research Chemicals - H953180

6-Hydroxypyridine-3-boronic Acid Pinacol ester is used in the preparation of modified C3 Betulinic acid (B330250) derivatives as HIV maturation inhibitors.

参考文献

• Zhu, Y., et al.: Bioorg. Med. Chem. Lett., 11, 3115 (2001)
• Ma, C., et al.: Chem. Pharm. Bull., 48, 1681 (2001)