(2S)-2-(2-oxopyrrolidin-1-yl)butanoic acid

• ChemBase ID: 172276
• Molecular Formular: C8H13NO3
• Molecular Mass: 171.19372
• Monoisotopic Mass: 171.08954328
• SMILES: C1CN(C(=O)C1)[C@H](C(=O)O)CC
• Canonical SMILES: CC[C@H](N1CCCC1=O)C(=O)O
• InChI: InChI=1S/C8H13NO3/c1-2-6(8(11)12)9-5-3-4-7(9)10/h6H,2-5H2,1H3,(H,11,12)/t6-/m0/s1
• InChIKey: IODGAONBTQRGGG-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(2-oxopyrrolidin-1-yl)butanoic acid
• IUPAC Traditional name: (2S)-2-(2-oxopyrrolidin-1-yl)butanoic acid
• Synonyms: (αS)-α-Ethyl-2-oxo-1-pyrrolidineacetic Acid; Levetiracetam Carboxylic Acid; (2S)-2-(2-Oxopyrrolidin-1-yl)butanoic acid

Database IDs

• CAS Number: 102849-49-0
• PubChem SID: 164228186
• PubChem CID: 11607993

CALCULATED PROPERTIES

• Acid pKa: 3.9981213
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.29795
• LogD (pH = 7.4): -2.9468105
• Log P: 0.2133367
• Molar Refractivity: 42.2571 cm^3
• Polarizability: 16.539392 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 118-121°C

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - L331510

Levetiracetam intermediate.

REFERENCES

• Beghi, E., et al.: Lancet Neurol., 3, 618 (2004)