(2R)-3-[4-(benzyloxy)phenyl]-2-{[(tert-butoxy)carbonyl](methyl)amino}propanoic acid

• ChemBase ID: 39531
• Molecular Formular: C22H27NO5
• Molecular Mass: 385.45348
• Monoisotopic Mass: 385.18892297
• SMILES: c1(ccc(cc1)OCc1ccccc1)C[C@@H](N(C)C(=O)OC(C)(C)C)C(=O)O
• Canonical SMILES: CN([C@@H](C(=O)O)Cc1ccc(cc1)OCc1ccccc1)C(=O)OC(C)(C)C
• InChI: InChI=1S/C22H27NO5/c1-22(2,3)28-21(26)23(4)19(20(24)25)14-16-10-12-18(13-11-16)27-15-17-8-6-5-7-9-17/h5-13,19H,14-15H2,1-4H3,(H,24,25)/t19-/m1/s1
• InChIKey: FSNRGORPOYPIJC-LJQANCHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-[4-(benzyloxy)phenyl]-2-{[(tert-butoxy)carbonyl](methyl)amino}propanoic acid
• IUPAC Traditional name: (2R)-3-[4-(benzyloxy)phenyl]-2-[(tert-butoxycarbonyl)(methyl)amino]propanoic acid
• Synonyms: Boc-Nalpha-methyl-O-benzyl-D-tyrosine

Database IDs

• MDL Number: MFCD02259475
• PubChem SID: 161002838
• PubChem CID: 7010683

CALCULATED PROPERTIES

• Acid pKa: 3.7997756
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.657778
• LogD (pH = 7.4): 1.0977048
• Log P: 4.3601904
• Molar Refractivity: 105.9618 cm^3
• Polarizability: 41.425705 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false