ethyl 2-formamidoacetate

• ChemBase ID: 152306
• Molecular Formular: C5H9NO3
• Molecular Mass: 131.12986
• Monoisotopic Mass: 131.05824315
• SMILES: CCOC(=O)CNC=O
• Canonical SMILES: CCOC(=O)CNC=O
• InChI: InChI=1S/C5H9NO3/c1-2-9-5(8)3-6-4-7/h4H,2-3H2,1H3,(H,6,7)
• InChIKey: GMBCCEOJUWMBPF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-formamidoacetate
• IUPAC Traditional name: ethyl 2-formamidoacetate
• Synonyms: N-Formylglycine ethyl ester; For-Gly-OEt; Dephenethylleccinine A; Ethyl N-formylglycinate; Ethyl formamidoacetate; Ethyl formylaminoacetate; NSC 14440; N-Formylglycine Ethyl Ester; Ethyl 2-formamidoacetate; N-甲酰甘氨酸乙酯; N-甲酰基甘氨酸乙酯

Database IDs

• CAS Number: 3154-51-6
• EC Number: 221-596-0
• MDL Number: MFCD00014125
• Beilstein Number: 1099378
• PubChem SID: 162246451; 24871341
• PubChem CID: 76615

CALCULATED PROPERTIES

• Acid pKa: 12.824882
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.8746257
• 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
• Boiling Point: 106-107°C/0.5mm; 267-269 °C(lit.)
• Density: 1.15 g/mL at 25 °C(lit.); 1.150
• Refractive Index: 1.4530; n20/D 1.453; n20/D 1.453(lit.)

Safety Information

• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (GC); 97%
• Linear Formula: HCONHCH2COOC2H5

DETAILS

Sigma Aldrich - 47719

Packaging
10 mL in glass bottle

Toronto Research Chemicals - F700460

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)