{1-[(tert-butoxy)carbonyl]-5-methoxy-1H-indol-2-yl}boronic acid

• ChemBase编号: 77187
• 分子式: C14H18BNO5
• 平均质量: 291.10742
• 单一同位素质量: 291.12780308
• SMILES: n1(C(=O)OC(C)(C)C)c(cc2cc(ccc12)OC)B(O)O
• Canonical SMILES: COc1ccc2c(c1)cc(n2C(=O)OC(C)(C)C)B(O)O
• InChI: InChI=1S/C14H18BNO5/c1-14(2,3)21-13(17)16-11-6-5-10(20-4)7-9(11)8-12(16)15(18)19/h5-8,18-19H,1-4H3
• InChIKey: PZLVPMBCKHDVKT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: {1-[(tert-butoxy)carbonyl]-5-methoxy-1H-indol-2-yl}boronic acid
• IUPAC传统名: 1-(tert-butoxycarbonyl)-5-methoxyindol-2-ylboronic acid
• 别名: 1-Boc-5-甲氧基吲哚-2-硼酸; N-(叔丁氧基羰基)-5-甲氧基吲哚-2-硼酸; N-叔丁氧基羰基-5-甲氧基-2-吲哚硼酸; 1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-ylboronic acid; 1-(tert-Butoxycarbonyl)-5-methoxy-(1H-indol-2-yl)boronic acid; 5-Methoxy-1H-indole-2-boronic acid, N-BOC protected; N-(tert-Butoxycarbonyl)-5-methoxyindole-2-boronic acid; N-Boc-5-methoxyindole-2-boronic acid; N-Boc-5-methoxy-2-indolylboronic acid

登记号

• CAS号: 290331-71-4
• MDL号: MFCD04039006
• PubChem SID: 162042061; 24885571
• PubChem CID: 2794716

理论计算性质

• Acid pKa: 8.225258
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 2.4149876
• LogD (pH = 7.4): 2.3555806
• Log P: 2.4158
• 摩尔折射率: 72.106 cm^3
• 极化性: 31.216642 Å^3
• 极化表面积: 80.92 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

• 熔点: 102-107 °C; 102-108°C

安全信息

• 保存注意事项: Irritant/Light Sensitive/Keep Cold/Store under Argon
• 德国WGK号: 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥95%; 97%; 98%
• Empirical Formula (Hill Notation): C14H18BNO5

详细说明

Sigma Aldrich - 680516

General description
可含有不定量的酸酐。
包装
1, 10 g in glass bottle
Application
Reactant for:
• Preparation of dihalogenated pyrazoles via dipolar cycloaddition by palladium-catalyzed cross-coupling processes1
• Suzuki-Miyaura cross-coupling2
• Synthesis of the isocryptolepine alkaloid and its related skeletons using a modified Pictet-Spengler reaction3