2,5-dioxopyrrolidin-1-yl 2-({[(tert-butoxy)carbonyl]amino}oxy)acetate

• ChemBase ID: 161247
• Molecular Formular: C11H16N2O7
• Molecular Mass: 288.25394
• Monoisotopic Mass: 288.09575086
• SMILES: C(=O)(CONC(=O)OC(C)(C)C)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CONC(=O)OC(C)(C)C
• InChI: InChI=1S/C11H16N2O7/c1-11(2,3)19-10(17)12-18-6-9(16)20-13-7(14)4-5-8(13)15/h4-6H2,1-3H3,(H,12,17)
• InChIKey: ZZBOTLREHORFCK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 2-({[(tert-butoxy)carbonyl]amino}oxy)acetate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 2-{[(tert-butoxycarbonyl)amino]oxy}acetate
• Synonyms: 2-[[[(1,1-Dimethylethoxy)carbonyl]amino]oxy]acetic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; [2-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-2-oxoethoxy]carbamic Acid 1,1-Dimethylethyl Ester; t-Boc-aminooxyacetic Acid N-Hydroxysuccinimide Ester

Database IDs

• CAS Number: 80366-85-4
• PubChem SID: 162255382
• PubChem CID: 12098210

CALCULATED PROPERTIES

• Acid pKa: 9.442747
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.1347338
• LogD (pH = 7.4): -0.1381594
• Log P: -0.13468985
• Molar Refractivity: 62.7804 cm^3
• Polarizability: 25.23729 Å^3
• Polar Surface Area: 111.24 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 108-110°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - B200760

A novel heterobifunctional linker for facile access to bioconjugates.

REFERENCES

• Gait, M., et al.: Cell Mol. Life Sci., 60, 844 (2003)
• Hossany, R., et al.: Bioorg. Med. Chem., 12, 3743 (2003)
• Maurel, F., et al.: Bioorg. Med. Chem., 15, 5084 (2003)