(2R)-2-{[(benzyloxy)carbonyl]amino}-3-(1H-imidazol-4-yl)propanoic acid

• ChemBase ID: 302126
• Molecular Formular: C14H15N3O4
• Molecular Mass: 289.2866
• Monoisotopic Mass: 289.10625598
• SMILES: c1ccc(cc1)COC(=O)N[C@H](Cc1c[nH]cn1)C(=O)O
• Canonical SMILES: O=C(N[C@@H](C(=O)O)Cc1c[nH]cn1)OCc1ccccc1
• InChI: InChI=1S/C14H15N3O4/c18-13(19)12(6-11-7-15-9-16-11)17-14(20)21-8-10-4-2-1-3-5-10/h1-5,7,9,12H,6,8H2,(H,15,16)(H,17,20)(H,18,19)/t12-/m1/s1
• InChIKey: WCOJOHPAKJFUDF-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(benzyloxy)carbonyl]amino}-3-(1H-imidazol-4-yl)propanoic acid
• IUPAC Traditional name: (2R)-2-{[(benzyloxy)carbonyl]amino}-3-(1H-imidazol-4-yl)propanoic acid
• Synonyms: N(alpha)-Cbz-D-histidine; Z-D-His-OH; N(alpha)-Benzyloxycarbonyl-D-histidine; N(α)-苄氧羰基-D-组氨酸

Database IDs

• CAS Number: 67424-93-5
• MDL Number: MFCD00067702
• Beilstein Number: 92342

CALCULATED PROPERTIES

• Acid pKa: 3.5375447
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.15928146
• LogD (pH = 7.4): -1.0149866
• Log P: -0.12808357
• Molar Refractivity: 73.1733 cm^3
• Polarizability: 28.423223 Å^3
• Polar Surface Area: 104.31 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 161-163°C
• Optical Rotation: +24 (c=6 in 6N HCl)

Safety Information

• Safety Statements: 22-24/25
• TSCA Listed: 否

Product Information

• Purity: 98+%