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

• ChemBase ID: 162462
• Molecular Formular: C8H15NO4
• Molecular Mass: 189.209
• Monoisotopic Mass: 189.10010797
• SMILES: O(C(=O)NC(C)C(=O)O)C(C)(C)C
• Canonical SMILES: CC(C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C8H15NO4/c1-5(6(10)11)9-7(12)13-8(2,3)4/h5H,1-4H3,(H,9,12)(H,10,11)
• InChIKey: QVHJQCGUWFKTSE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(tert-butoxy)carbonyl]amino}(^2H₄)propanoic acid
• IUPAC Traditional name: 2-[(tert-butoxycarbonyl)amino](^2H₄)propanoic acid
• Synonyms: N-[(1,1-Dimethylethoxy)carbonyl]-L-alanine-d4; (2S)-2-[(tert-Butoxycarbonyl)amino]propanoic Acid-d4; (tert-Butoxycarbonyl)alanine-d4; BOC-L-alanine-d4; N-(tert-Butoxycarbonyl)-(S)-alanine-d4; N-tert-BOC-(S)-alanine-d4; N-tert-Boc-L-alanine-D4

Database IDs

• CAS Number: 714964-61-1
• PubChem SID: 162256597
• PubChem CID: 71314131

CALCULATED PROPERTIES

• Acid pKa: 3.9908156
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.6049154
• LogD (pH = 7.4): -2.2509282
• Log P: 0.91338605
• Molar Refractivity: 45.3703 cm^3
• Polarizability: 17.99616 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethyl Sulfoxide; Ethyl Acetate; Mehanol,
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B600402

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)