Description
3,3-Difluoropyrrolidine-2-carboxylic Acid (CAS: 1932019-87-8) is a high-purity fluorinated proline derivative with the molecular formula C5H7F2NO2. This compound is a valuable chiral building block in organic synthesis and medicinal chemistry, particularly for the development of peptidomimetics and bioactive molecules. Its rigid pyrrolidine scaffold and fluorine substitutions enhance metabolic stability and binding affinity, making it ideal for drug discovery applications. The product is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring consistent performance in research and industrial settings. Store in a cool, dry place under inert conditions to maintain stability.
Properties
- CAS Number: 1932019-87-8
- Complexity: 160
- IUPAC Name: 3,3-difluoropyrrolidine-2-carboxylic acid
- InChI: InChI=1S/C5H7F2NO2/c6-5(7)1-2-8-3(5)4(9)10/h3,8H,1-2H2,(H,9,10)
- InChI Key: AKYUQSFIIOIBHO-UHFFFAOYSA-N
- Exact Mass: 151.04448479
- Molecular Formula: C5H7F2NO2
- Molecular Weight: 151.11
- SMILES: C1CNC(C1(F)F)C(=O)O
- Topological: 49.3
- Monoisotopic Mass: 151.04448479
- Synonyms: 3,3-difluoropyrrolidine-2-carboxylic Acid, 168102-06-5, 3,3-difluoroproline, 1932019-87-8, SCHEMBL17337927, AKYUQSFIIOIBHO-UHFFFAOYSA-, AKYUQSFIIOIBHO-UHFFFAOYSA-N, AT19429, SB73833, 3,3-difluoropyrrolidine-2-carboxylicAcid, EN300-119654, InChI=1/C5H7F2NO2/c6-5(7)1-2-8-3(5)4(9)10/h3,8H,1-2H2,(H,9,10)
Application
3,3-Difluoropyrrolidine-2-carboxylic Acid is widely used as a constrained proline analog in peptide design, enabling the modulation of secondary structure and pharmacokinetic properties. It serves as a key intermediate in the synthesis of fluorinated pharmaceuticals, including protease inhibitors and GPCR-targeted therapeutics. Researchers also employ it to study fluorine-induced steric and electronic effects in bioactive compounds.
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