methyl (2S)-4-azido-2-{[(tert-butoxy)carbonyl]amino}butanoate

• ChemBase ID: 162465
• Molecular Formular: C10H18N4O4
• Molecular Mass: 258.27432
• Monoisotopic Mass: 258.13280508
• SMILES: C([C@@H](C(=O)OC)NC(=O)OC(C)(C)C)CN=[N+]=[N-]
• Canonical SMILES: COC(=O)[C@@H](NC(=O)OC(C)(C)C)CCN=[N+]=[N-]
• InChI: InChI=1S/C10H18N4O4/c1-10(2,3)18-9(16)13-7(8(15)17-4)5-6-12-14-11/h7H,5-6H2,1-4H3,(H,13,16)/t7-/m0/s1
• InChIKey: YZQHQNKUOJENPQ-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-4-azido-2-{[(tert-butoxy)carbonyl]amino}butanoate
• IUPAC Traditional name: methyl (2S)-4-azido-2-[(tert-butoxycarbonyl)amino]butanoate
• Synonyms: (2S)-4-Azido-2-[[(1,1-Dimethylethoxy)carbonyl]amino]butanoic Acid Methyl Ester; (2S)-N-Boc-2-amino-4-azido-butanoic Acid Methyl Ester

Database IDs

• CAS Number: 359781-97-8
• PubChem SID: 162256600
• PubChem CID: 11128983

CALCULATED PROPERTIES

• Acid pKa: 13.126611
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.77862865
• LogD (pH = 7.4): 0.77862793
• Log P: 0.8926743
• Molar Refractivity: 62.841 cm^3
• Polarizability: 24.242504 Å^3
• Polar Surface Area: 94.06 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 35-37°C

DETAILS

Toronto Research Chemicals - B601100

Amino acid derivative useful for the treatment of Alzheimer's disease.

REFERENCES

• Wang, G., et al.: Bioorg. Med. Chem. Lett., 2, 1665 (1992)
• Yan, R., et al.: Nature, 402, 533 (1992)