benzyl N-[(3R)-2,5-dioxooxolan-3-yl]carbamate

• ChemBase ID: 163644
• Molecular Formular: C12H11NO5
• Molecular Mass: 249.21944
• Monoisotopic Mass: 249.06372246
• SMILES: O1C(=O)[C@@H](CC1=O)NC(=O)OCc1ccccc1
• Canonical SMILES: O=C(N[C@@H]1CC(=O)OC1=O)OCc1ccccc1
• InChI: InChI=1S/C12H11NO5/c14-10-6-9(11(15)18-10)13-12(16)17-7-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,13,16)/t9-/m1/s1
• InChIKey: OZPYEGOBGWQOSZ-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(3R)-2,5-dioxooxolan-3-yl]carbamate
• IUPAC Traditional name: benzyl N-[(3R)-2,5-dioxooxolan-3-yl]carbamate
• Synonyms: (R)-N-(Benzyloxycarbonyl)aspartic Anhydride; N-[(3R)-Tetrahydro-2,5-dioxo-3-furanyl]carbamic Acid Phenylmethyl Ester; N-[(3R)-Tetrahydro-2,5-dioxo-3-furanyl]carbamic Acid Benzyl Ester; D-Benzyloxycarbonylaspartic Anhydride

Database IDs

• CAS Number: 75443-52-8
• PubChem SID: 162257779
• PubChem CID: 12416472

CALCULATED PROPERTIES

• Acid pKa: 12.866566
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.0762596
• LogD (pH = 7.4): 1.0762583
• Log P: 1.0762596
• Molar Refractivity: 59.0073 cm^3
• Polarizability: 23.493599 Å^3
• Polar Surface Area: 81.7 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dimethylformamide; DMSO.; Ethyl Acetate
• Apperance: Off-White Solid

REFERENCES

• Ebeling, S., et al.: Food Chem., 61, 107 (1998)