methyl (2R)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoate

• ChemBase ID: 161781
• Molecular Formular: C14H19NO4
• Molecular Mass: 265.30496
• Monoisotopic Mass: 265.13140809
• SMILES: C([C@H](C(=O)OC)NC(=O)OCc1ccccc1)(C)C
• Canonical SMILES: COC(=O)[C@@H](C(C)C)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C14H19NO4/c1-10(2)12(13(16)18-3)15-14(17)19-9-11-7-5-4-6-8-11/h4-8,10,12H,9H2,1-3H3,(H,15,17)/t12-/m1/s1
• InChIKey: LKTVCURTNIUHBH-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoate
• IUPAC Traditional name: methyl (2R)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoate
• Synonyms: N-Benzyloxycarbonyl D-Valine Methyl Ester

Database IDs

• CAS Number: 154674-67-6
• PubChem SID: 162255916
• PubChem CID: 12149012

CALCULATED PROPERTIES

• Acid pKa: 13.416894
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.6172888
• LogD (pH = 7.4): 2.6172884
• Log P: 2.6172888
• Molar Refractivity: 69.942 cm^3
• Polarizability: 27.742153 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - B286320

Protected Amino Acid.

REFERENCES

• Haeffner, F., et al.: Chem. Pharm. Bull. 47, 591 (1999)