(2S)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}butanoic acid

• ChemBase ID: 106105
• Molecular Formular: C16H23NO5
• Molecular Mass: 309.35752
• Monoisotopic Mass: 309.15762284
• SMILES: CC(OCc1ccccc1)[C@H](NC(=O)OC(C)(C)C)C(=O)O
• Canonical SMILES: CC([C@@H](C(=O)O)NC(=O)OC(C)(C)C)OCc1ccccc1
• InChI: InChI=1S/C16H23NO5/c1-11(21-10-12-8-6-5-7-9-12)13(14(18)19)17-15(20)22-16(2,3)4/h5-9,11,13H,10H2,1-4H3,(H,17,20)(H,18,19)/t11?,13-/m0/s1
• InChIKey: CTXPLTPDOISPTE-YUZLPWPTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}butanoic acid
• IUPAC Traditional name: (2S)-3-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]butanoic acid
• Synonyms: N-α-t-BOC-O-BENZYL-D-THREONINE

Database IDs

• CAS Number: 69355-99-3
• PubChem SID: 162093124
• PubChem CID: 12889147

CALCULATED PROPERTIES

• Acid pKa: 3.9725106
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.1147594
• LogD (pH = 7.4): -0.5239739
• Log P: 2.6506507
• Molar Refractivity: 80.6966 cm^3
• Polarizability: 31.88521 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true