2-{[(tert-butoxy)carbonyl](2H3)methylamino}(2H4)propanoic acid

• ChemBase ID: 162603
• Molecular Formular: C9H17NO4
• Molecular Mass: 203.23558
• Monoisotopic Mass: 203.11575803
• SMILES: N(C(C(=O)O)C)(C(=O)OC(C)(C)C)C
• Canonical SMILES: CC(N(C(=O)OC(C)(C)C)C)C(=O)O
• InChI: InChI=1S/C9H17NO4/c1-6(7(11)12)10(5)8(13)14-9(2,3)4/h6H,1-5H3,(H,11,12)
• InChIKey: VLHQXRIIQSTJCQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(tert-butoxy)carbonyl](^2H₃)methylamino}(^2H₄)propanoic acid
• IUPAC Traditional name: 2-[(tert-butoxycarbonyl)(^2H₃)methylamino](^2H₄)propanoic acid
• Synonyms: N-[(1,1-Dimethylethoxy)carbonyl]-N-(methyl-d3)-L-alanine-d4; (S)-2-[(tert-Butoxycarbonyl)(methyl-d3)amino]propanoic Acid-d4; N-(Methyl-d3)-N-(tert-butyloxycarbonyl)alanine-d4; N-tert-Butoxycarbonyl-N-methylalanine-d7; Boc-N-(methyl-d3)-L-alanine-d4

Database IDs

• PubChem SID: 162256738
• PubChem CID: 71314165

CALCULATED PROPERTIES

• Acid pKa: 4.06867
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.3066129
• LogD (pH = 7.4): -1.9813066
• Log P: 1.1370622
• Molar Refractivity: 50.267 cm^3
• Polarizability: 19.816086 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B656957

A labelled amino acid derivative. Used in peptide synthesis.

REFERENCES

• Flohr, S., et al.: Chem. Eur. J., 5, 669 (1999)
• Kadereit, D., et al.: ChemBioChem., 1, 144 (1999)
• Volkert, M., et al.: Biol. Chem., 382, 1133 (1999)