(2S)-2-amino-3,3-dimethylbutanoic acid

• ChemBase编号: 70001
• 分子式: C6H13NO2
• 平均质量: 131.17292
• 单一同位素质量: 131.09462866
• SMILES: C(=O)([C@@H](N)C(C)(C)C)O
• Canonical SMILES: N[C@@H](C(C)(C)C)C(=O)O
• InChI: InChI=1S/C6H13NO2/c1-6(2,3)4(7)5(8)9/h4H,7H2,1-3H3,(H,8,9)/t4-/m1/s1
• InChIKey: NPDBDJFLKKQMCM-SCSAIBSYSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-amino-3,3-dimethylbutanoic acid
• IUPAC传统名: (2S)-2-amino-3,3-dimethylbutanoic acid
• 别名: (S)-2-氨基-3,3-二甲基丁酸; L-α-叔丁基甘氨酸; L-叔亮氨酸; L-2-tert-Butylglycine; (S)-2-Amino-3,3-dimethylbutyric acid; L-α-tert-Butylglycine; L-tert-Leucine; L-tert-Leucine

登记号

• CAS号: 20859-02-3
• EC号: 424-750-7
• MDL号: MFCD00064218
• Beilstein号: 1721824
• PubChem SID: 162035726; 24856311
• PubChem CID: 164608

理论计算性质

• Acid pKa: 2.7936387
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): -1.5744301
• LogD (pH = 7.4): -1.5785921
• Log P: -1.5740803
• 摩尔折射率: 33.891 cm^3
• 极化性: 13.835553 Å^3
• 极化表面积: 63.32 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: >300°C; ≥300 °C(lit.)
• 比旋光度: [α]20/D +7±1°, c = 5% in 5 M HCl; [α]20/D -9.5°, c = 3 in H2O; +7 (c=5 in 5N HCl)

安全信息

• 保存注意事项: IRRITANT
• 德国WGK号: 3
• TSCA收录: false; 否
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥99.0% (NT); 95+%; 99%
• 级别: puriss.
• 光学纯度: ee: 99% (GLC)
• 杂质: ~0.5% water
• 线性分子式: (CH3)3CCH(NH2)CO2H

详细说明

Sigma Aldrich - 269107

包装
1, 5, 25 g in glass bottle

参考文献

• ɑ-Amino acids have been used in combination with NaBH₄ for the asymmetric reduction of ketones. Of a number of amino acids the sterically hindered tert-leucine was found to give the highest ee (95%) in the reduction of the carbonyl group of a 1,5-benzothiazepine intermediate in an efficient synthesis of the calcium antagonist diltiazem: J. Org. Chem., 61, 8586 (1996).