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

• ChemBase ID: 161659
• Molecular Formular: C18H20N2O5
• Molecular Mass: 344.3618
• Monoisotopic Mass: 344.13722175
• SMILES: C(ONCC(C(=O)O)NC(=O)OCc1ccccc1)c1ccccc1
• Canonical SMILES: O=C(NC(C(=O)O)CNOCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C18H20N2O5/c21-17(22)16(11-19-25-13-15-9-5-2-6-10-15)20-18(23)24-12-14-7-3-1-4-8-14/h1-10,16,19H,11-13H2,(H,20,23)(H,21,22)
• InChIKey: YEJVEYKTTRBOEA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(benzyloxy)amino]-2-{[(benzyloxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: 3-[(benzyloxy)amino]-2-{[(benzyloxy)carbonyl]amino}propanoic acid
• Synonyms: 3-[(Phenylmethoxy)amino]-N-[(phenylmethoxy)carbonyl]alanine; 3-[(Benzyloxy)amino]-N-[(benzyloxy)carbonyl]-D,L-alanine

Database IDs

• CAS Number: 96521-76-5
• PubChem SID: 162255794
• PubChem CID: 13369254

CALCULATED PROPERTIES

• Acid pKa: 2.8398054
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.58352315
• LogD (pH = 7.4): -0.74405843
• Log P: 1.4895344
• Molar Refractivity: 100.7308 cm^3
• Polarizability: 35.618904 Å^3
• Polar Surface Area: 96.89 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B285745

Intermediate for synthesis of D,L-Alanosine.