(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoic acid

• ChemBase编号: 102310
• 分子式: C14H19NO4
• 平均质量: 265.30496
• 单一同位素质量: 265.13140809
• SMILES: CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C14H19NO4/c1-14(2,3)19-13(18)15-11(12(16)17)9-10-7-5-4-6-8-10/h4-8,11H,9H2,1-3H3,(H,15,18)(H,16,17)/t11-/m0/s1
• InChIKey: ZYJPUMXJBDHSIF-NSHDSACASA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoic acid
• IUPAC传统名: (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoic acid
• 别名: N-(叔丁氧羰基)-L-苯基丙氨酸; Boc-L-苯丙氨酸; N-(tert-Butoxycarbonyl)-L-phenylalanine; Boc-L-phenylalanine; Boc-Phe-OH; N-α-t-BOC-L-PHENYLALANINE; N-[(1,1-dimethylethoxy)carbonyl]-L-Phenylalanine; tert-Butoxycarbonyl-L-phenylalanine; (2S)-2-((tert-Butoxycarbonyl)amino)-3-phenylpropionic Acid; N-Boc-L-phenylalanine

登记号

• CAS号: 13734-34-4
• EC号: 237-305-5
• MDL号: MFCD00002663
• Beilstein号: 2219729
• PubChem SID: 24849476; 162088618; 24848166
• PubChem CID: 77857

理论计算性质

• Acid pKa: 4.0592823
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.1170568
• LogD (pH = 7.4): -0.5543741
• Log P: 2.5697124
• 摩尔折射率: 69.9893 cm^3
• 极化性: 27.498814 Å^3
• 极化表面积: 75.63 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; Ethanol
• 外观: White Solid
• 熔点: 85-87 °C(lit.); 87-89°C
• 比旋光度: [α]20/D +25±1°, c = 1% in ethanol

安全信息

• 保存条件: 0°C; Refrigerator
• 德国WGK号: 3
• 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%; ≥99.0% (T)
• 线性分子式: C6H5CH2CH(COOH)NHCOOC(CH3)3

详细说明

MP Biomedicals - 02101090

Free Acid
Crystalline

Sigma Aldrich - 134562

包装
10 g in glass bottle

Sigma Aldrich - 15480

包装
5, 25, 100 g in glass bottle

Toronto Research Chemicals - B661530

Phenylalanine derivative used in enantioselective hydrolysis of amino acid esters. Acts as an inhibitor of gastric acid secretion.

参考文献

• Tomisaka, K. et al.: Chem. Comm., 1, 133 (2001)
• Magours, R., et al.: Biochim. Biophys. Acta, Mol. Cell Res., 858, 158 (1985)