methyl (2S)-3-phenyl-2-(pyrazin-2-ylformamido)propanoate

• ChemBase编号: 177124
• 分子式: C15H15N3O3
• 平均质量: 285.2979
• 单一同位素质量: 285.11134136
• SMILES: c1ncc(nc1)C(=O)N[C@H](C(=O)OC)Cc1ccccc1
• Canonical SMILES: COC(=O)[C@@H](NC(=O)c1nccnc1)Cc1ccccc1
• InChI: InChI=1S/C15H15N3O3/c1-21-15(20)12(9-11-5-3-2-4-6-11)18-14(19)13-10-16-7-8-17-13/h2-8,10,12H,9H2,1H3,(H,18,19)/t12-/m0/s1
• InChIKey: AGZXSMPTQAISJW-LBPRGKRZSA-N

名称和登记号

名称

• IUPAC标准名: methyl (2S)-3-phenyl-2-(pyrazin-2-ylformamido)propanoate
• IUPAC传统名: methyl (2S)-3-phenyl-2-(pyrazin-2-ylformamido)propanoate
• 别名: N-(2-Pyrazinylcarbonyl)-L-phenylalanine Methyl Ester; 3-Phenyl-2-[(pyrazine-2-carbonyl)amino]propionic Acid Methyl Ester; N-Pyrazinylcarbonyl-L-phenylalanine Methyl Ester

登记号

• CAS号: 73058-37-4
• PubChem SID: 164233034
• PubChem CID: 12580944

理论计算性质

• Acid pKa: 13.551726
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 0.84703535
• LogD (pH = 7.4): 0.84703535
• Log P: 0.84703565
• 摩尔折射率: 75.3139 cm^3
• 极化性: 29.128368 Å^3
• 极化表面积: 81.18 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; Dichloromethane; Dimethyl Sulfoxide; Ethanol
• 外观: Yellow Oil

详细说明

Toronto Research Chemicals - P841510

Used for the synthesis of Bortezomib from L-phenylalanine via dipeptidyl boronic acid ester intermediates.

参考文献

• Zhu, Y., et al.: J. Med. Chem., 52, 4192 (2009)