(2R)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetic acid

• ChemBase编号: 38577
• 分子式: C13H17NO4
• 平均质量: 251.27838
• 单一同位素质量: 251.11575803
• SMILES: c1cccc(c1)[C@H](C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](c1ccccc1)C(=O)O
• InChI: InChI=1S/C13H17NO4/c1-13(2,3)18-12(17)14-10(11(15)16)9-7-5-4-6-8-9/h4-8,10H,1-3H3,(H,14,17)(H,15,16)/t10-/m1/s1
• InChIKey: HOBFSNNENNQQIU-SNVBAGLBSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetic acid
• IUPAC传统名: (R)-[(tert-butoxycarbonyl)amino](phenyl)acetic acid
• 别名: Boc-D-α-苯基甘氨酸; N-Boc-D-苯基甘氨酸; Boc-D-α-phenylglycine; Boc-D-Phg-OH; Boc-D-Phenylglycine; Boc-D-Phg-OH; (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetic acid; Boc-D-Phg-OH; N-(tert-Butoxycarbonyl)-D-phenylglycine; N-Boc-D-phenylglycine

登记号

• CAS号: 33125-05-2
• MDL号: MFCD00062043
• Beilstein号: 3033982
• PubChem SID: 161001884; 24849306
• PubChem CID: 2755953

理论计算性质

• 极化性: 25.661938 Å^3
• 极化表面积: 75.63 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true
• Acid pKa: 3.8946092
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 0.6701596
• LogD (pH = 7.4): -0.9353169
• Log P: 2.2810512
• 摩尔折射率: 65.2343 cm^3

分子性质

理化性质

• 熔点: 88-91 °C; 90-92°C
• 比旋光度: [α]20/D -142.0±3.0°, c = 1% in ethanol; -144 (c=1 in ethanol)
• 疏水性(logP): 2.35

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% (TLC); 95%; 98%; 99%
• 线性分子式: C6H5CH(COOH)NHCOOC(CH3)3

详细说明

Sigma Aldrich - 15487

包装
1, 5 g in glass bottle

参考文献

• Reagent of choice for assignment of absolute configuation of chiral primary amines by ¹H NMR, giving better results than Mosher's acid ((R)-(+)-ɑ-Methoxy-ɑ-(trifluoromethyl)phenylacetic acid, B22968): J. Org. Chem., 64, 4669 (1999).