(2R)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxybutanoic acid

• ChemBase ID: 302098
• Molecular Formular: C12H15NO5
• Molecular Mass: 253.2512
• Monoisotopic Mass: 253.09502259
• SMILES: CC([C@H](C(=O)O)NC(=O)OCc1ccccc1)O
• Canonical SMILES: O=C(N[C@@H](C(=O)O)C(O)C)OCc1ccccc1
• InChI: InChI=1S/C12H15NO5/c1-8(14)10(11(15)16)13-12(17)18-7-9-5-3-2-4-6-9/h2-6,8,10,14H,7H2,1H3,(H,13,17)(H,15,16)/t8?,10-/m1/s1
• InChIKey: IPJUIRDNBFZGQN-LHIURRSHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxybutanoic acid
• IUPAC Traditional name: (2R)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxybutanoic acid
• Synonyms: N-Cbz-D-threonine; Z-D-Thr-OH; N-Benzyloxycarbonyl-D-threonine; N-苄氧羰基-D-苏氨酸

Database IDs

• CAS Number: 80384-27-6
• MDL Number: MFCD00037808
• Beilstein Number: 4695777

CALCULATED PROPERTIES

• Acid pKa: 3.6630292
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.880954
• LogD (pH = 7.4): -2.3664277
• Log P: 0.9535646
• Molar Refractivity: 62.1398 cm^3
• Polarizability: 24.499193 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 100-105°C
• Optical Rotation: +5.5 (c=2 in acetic acid)

Safety Information

• TSCA Listed: 否

Product Information

• Purity: 98+%