2,5-dioxopyrrolidin-1-yl (3S)-oxolan-3-yl carbonate

• ChemBase ID: 163662
• Molecular Formular: C9H11NO6
• Molecular Mass: 229.18674
• Monoisotopic Mass: 229.05863708
• SMILES: C1(=O)CCC(=O)N1OC(=O)O[C@@H]1COCC1
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)O[C@@H]1COCC1
• InChI: InChI=1S/C9H11NO6/c11-7-1-2-8(12)10(7)16-9(13)15-6-3-4-14-5-6/h6H,1-5H2/t6-/m0/s1
• InChIKey: SAWUNSFFYCOVPE-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl (3S)-oxolan-3-yl carbonate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl (3S)-oxolan-3-yl carbonate
• Synonyms: 3(S)-Hydroxy Tetrahydrofuran, N-Hydroxysuccinamidylcarbonate; 1-[[[[(3S)-Tetrahydro-3-furanyl]oxy]carbonyl]oxy]-2,5-pyrrolidinedione; Carbonic Acid 2,5-Dioxopyrrolidin-1-yl (S)-Tetrahydrofuran-3-yl Ester

Database IDs

• CAS Number: 138499-08-8
• PubChem SID: 162257797
• PubChem CID: 11229944

CALCULATED PROPERTIES

• Acid pKa: 17.634142
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -0.33324283
• LogD (pH = 7.4): -0.33324283
• Log P: -0.33324283
• Molar Refractivity: 48.4312 cm^3
• Polarizability: 19.58592 Å^3
• Polar Surface Area: 82.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Off-White Solid
• Melting Point: 114-117°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

REFERENCES

• Whiting, M., et al.: J. Med. Chem., 49, 7697 (2006)