ethyl 2-formamido(1,2-13C2)acetate

• ChemBase ID: 169385
• Molecular Formular: C5H9NO3
• Molecular Mass: 133.11516968
• Monoisotopic Mass: 133.06495283
• SMILES: C(=O)N[13CH2][13C](=O)OCC
• Canonical SMILES: CCO[13C](=O)[13CH2]NC=O
• InChI: InChI=1S/C5H9NO3/c1-2-9-5(8)3-6-4-7/h4H,2-3H2,1H3,(H,6,7)/i3+1,5+1
• InChIKey: GMBCCEOJUWMBPF-ZIEKVONGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-formamido(1,2-^1^3C₂)acetate
• IUPAC Traditional name: ethyl 2-formamido(1,2-^1^3C₂)acetate
• Synonyms: Dephenethylleccinine A-13C2; Ethyl N-formylglycinate-13C2; Ethyl formamidoacetate-13C2; Ethyl formylaminoacetate-13C2; NSC 14440-13C2; N-Formylglycine-13C2 Ethyl Ester

Database IDs

• PubChem SID: 162263517
• PubChem CID: 71316939

CALCULATED PROPERTIES

• Acid pKa: 12.824882
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.87462574
• LogD (pH = 7.4): -0.8746271
• Log P: -0.8746256
• Molar Refractivity: 30.4744 cm^3
• Polarizability: 12.024231 Å^3
• Polar Surface Area: 55.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate

DETAILS

Toronto Research Chemicals - F700462

Leccinine A analogue. Used in the preparation of pyridine derivatives as peptidomimetic inhibitors and antiviral agents.

REFERENCES

• Klossowski, S. et al.; J. Med. Chem. 55, 55 (2012)
• Choi, J. et al.; Tetrahedron 67, 6649 (2011)