2,5-dioxopyrrolidin-1-yl 2-(trifluoroacetamido)acetate

• ChemBase ID: 179059
• Molecular Formular: C8H7F3N2O5
• Molecular Mass: 268.1467896
• Monoisotopic Mass: 268.03070599
• SMILES: C1CC(=O)N(C1=O)OC(=O)CNC(=O)C(F)(F)F
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CNC(=O)C(F)(F)F
• InChI: InChI=1S/C8H7F3N2O5/c9-8(10,11)7(17)12-3-6(16)18-13-4(14)1-2-5(13)15/h1-3H2,(H,12,17)
• InChIKey: RVYYWRRNCURCON-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 2-(trifluoroacetamido)acetate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 2-(trifluoroacetamido)acetate
• Synonyms: N-(2,2,2-Trifluoroacetyl)glycine 2,5-Dioxo-1-pyrrolidinyl Ester; N-[2-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl]-2,2,2-trifluoroacetamide; N-[[N-(Trifluoroacetyl)glycyl]oxy]succinimide; N-Trifluoroacetylglycine N-Succinimidyl Ester

Database IDs

• CAS Number: 3397-30-6
• PubChem SID: 164234969
• PubChem CID: 4071160

CALCULATED PROPERTIES

• Acid pKa: 4.8338346
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.3933777
• LogD (pH = 7.4): -1.7606173
• Log P: -0.82671493
• Molar Refractivity: 47.0112 cm^3
• Polarizability: 18.136831 Å^3
• Polar Surface Area: 92.78 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetonitrile; DMSO; Isopropanol
• Apperance: White Solid
• Melting Point: 138-140°C

DETAILS

Toronto Research Chemicals - T787225

An intermediate of Ferrichrysine and Deferrichrysine.

REFERENCES

• DiMarchi, R.D., et al.: Biochemistry, 19, 2454 (1980)