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

• ChemBase ID: 38924
• Molecular Formular: C14H19NO5
• Molecular Mass: 281.30436
• Monoisotopic Mass: 281.12632271
• SMILES: c1(ccccc1)[C@@H]([C@H](C(=O)O)NC(=O)OC(C)(C)C)O
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H]([C@H](c1ccccc1)O)C(=O)O
• InChI: InChI=1S/C14H19NO5/c1-14(2,3)20-13(19)15-10(12(17)18)11(16)9-7-5-4-6-8-9/h4-8,10-11,16H,1-3H3,(H,15,19)(H,17,18)/t10-,11+/m1/s1
• InChIKey: NONUVMOXNPGTBK-MNOVXSKESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-2-{[(tert-butoxy)carbonyl]amino}-3-hydroxy-3-phenylpropanoic acid
• IUPAC Traditional name: (2R,3S)-2-[(tert-butoxycarbonyl)amino]-3-hydroxy-3-phenylpropanoic acid
• Synonyms: (2R, 3S)/(2S, 3R)-Racemic Boc-beta-hydroxyphenylalanine

Database IDs

• MDL Number: MFCD06656444
• PubChem SID: 161002231
• PubChem CID: 2756006

CALCULATED PROPERTIES

• Acid pKa: 3.8508556
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.002378799
• LogD (pH = 7.4): -1.5875713
• Log P: 1.6507163
• Molar Refractivity: 71.1968 cm^3
• Polarizability: 28.15265 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false