tert-butyl 2,5-dioxo-1,3-oxazolidine-3-carboxylate

• ChemBase ID: 162585
• Molecular Formular: C8H11NO5
• Molecular Mass: 201.17664
• Monoisotopic Mass: 201.06372246
• SMILES: C1(=O)OC(=O)N(C1)C(=O)OC(C)(C)C
• Canonical SMILES: O=C(N1CC(=O)OC1=O)OC(C)(C)C
• InChI: InChI=1S/C8H11NO5/c1-8(2,3)14-7(12)9-4-5(10)13-6(9)11/h4H2,1-3H3
• InChIKey: MTEOSPVWMLTGFN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 2,5-dioxo-1,3-oxazolidine-3-carboxylate
• IUPAC Traditional name: tert-butyl 2,5-dioxo-1,3-oxazolidine-3-carboxylate
• Synonyms: 2,5-Dioxo-3-oxazolidinecarboxylic Acid 1,1-Dimethylethyl Ester; N-Boc-glycine N-Carboxyanhydride

Database IDs

• CAS Number: 142955-50-8
• PubChem SID: 162256720
• PubChem CID: 15037821

CALCULATED PROPERTIES

• Acid pKa: 13.763543
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.94079924
• LogD (pH = 7.4): 0.94079906
• Log P: 0.94079924
• Molar Refractivity: 44.0914 cm^3
• Polarizability: 17.697447 Å^3
• Polar Surface Area: 72.91 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B656130

Used in the preparation of polyesters with functional-peptide blocks.

REFERENCES

• Pierschbacher, M., et al.: Nature, 309, 30 (1984)
• Kowalski, A., et al.: Macromolecules, 33, 1964 (1984)
• Kubies, D., et al.: Biomaterials, 21, 529 (1984)