Cas no 117968-50-0 ((2S,5S)-2,5-Dimethylpyrrolidine)

(2S,5S)-2,5-Dimethylpyrrolidine is a chiral pyrrolidine derivative characterized by its stereospecific (2S,5S) configuration. This compound serves as a valuable building block in asymmetric synthesis, particularly in the preparation of pharmaceuticals and agrochemicals where enantioselectivity is critical. Its rigid pyrrolidine backbone and stereocenters enable precise control over molecular interactions, making it useful for chiral ligand design and catalysis. The dimethyl substitution enhances steric influence, improving selectivity in reactions such as hydrogenation or cyclization. High purity grades are available to meet stringent research and industrial requirements. Its stability under typical reaction conditions further supports its utility in complex synthetic pathways.
(2S,5S)-2,5-Dimethylpyrrolidine structure
117968-50-0 structure
Product Name:(2S,5S)-2,5-Dimethylpyrrolidine
CAS No:117968-50-0
MF:C6H13N
MW:99.1741216182709
MDL:MFCD06799052
CID:2181789
PubChem ID:6994099
Update Time:2025-05-19

(2S,5S)-2,5-Dimethylpyrrolidine Chemical and Physical Properties

Names and Identifiers

    • (2S,5s)-2,5-dimethyl-pyrrolidine
    • trans-(+/-)-2,5-dimethylpyrrolidine
    • (2S,5S)-2,5-dimethylpyrrolidine
    • (S,s)-2,5-dimethylpyrrolidine
    • X0N1U8C403
    • (2S,5S)-Dimethylpyrrolidine
    • trans-2,5-dimethyl-pyrrolidine
    • ZEBFPAXSQXIPNF-WDSKDSINSA-N
    • 8586AH
    • (2S-trans)-2,5-Dimethylpyrrolidine
    • 2,5-Dimethylpyrrolidine, (2S,5S)-
    • (2S)-2beta,5alpha-Dimethylpyrrolidine
    • (+)-(2S,5S)-2,5-Dimethylpyrrolidine
    • Pyrrolidine, 2,5-dimethyl-, (2S,5S)-
    • Pyrrolidine, 2,5-dimethyl-, (2S-trans)-
    • Q27896111
    • DB-257632
    • UNII-X0N1U8C403
    • trans-2,5-dimethylpyrrolidine
    • 117968-50-0
    • CS-0197613
    • (2S,5S)-2,5-Dimethylpyrrolidine
    • MDL: MFCD06799052
    • Inchi: 1S/C6H13N/c1-5-3-4-6(2)7-5/h5-7H,3-4H2,1-2H3/t5-,6-/m0/s1
    • InChI Key: ZEBFPAXSQXIPNF-WDSKDSINSA-N
    • SMILES: N1[C@@H](C)CC[C@@H]1C

Computed Properties

  • Exact Mass: 99.104799419g/mol
  • Monoisotopic Mass: 99.104799419g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 0
  • Complexity: 53.2
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.2
  • Topological Polar Surface Area: 12

(2S,5S)-2,5-Dimethylpyrrolidine Pricemore >>

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Additional information on (2S,5S)-2,5-Dimethylpyrrolidine

Comprehensive Overview of (2S,5S)-2,5-Dimethylpyrrolidine (CAS No. 117968-50-0): Properties, Applications, and Industry Insights

(2S,5S)-2,5-Dimethylpyrrolidine (CAS No. 117968-50-0) is a chiral pyrrolidine derivative with significant relevance in pharmaceutical synthesis, agrochemical development, and advanced material research. This stereospecific compound, characterized by its two methyl groups at the 2 and 5 positions of the pyrrolidine ring, has garnered attention for its role as a versatile building block in asymmetric catalysis and drug design. The (2S,5S) configuration imparts unique stereoelectronic properties, making it invaluable for constructing complex molecular architectures.

Recent trends in green chemistry and sustainable synthesis have amplified interest in chiral auxiliaries like (2S,5S)-2,5-Dimethylpyrrolidine. Researchers are actively exploring its potential in enantioselective transformations, particularly in the synthesis of biologically active compounds. The compound's rigid bicyclic framework and defined stereochemistry enable precise control over reaction outcomes, addressing growing demands for high-purity intermediates in API manufacturing.

From a physicochemical perspective, 117968-50-0 exhibits a boiling point range of 120-122°C at atmospheric pressure and demonstrates good solubility in polar organic solvents such as ethanol and dichloromethane. Its molecular weight of 99.17 g/mol and specific rotation values make it particularly useful for chiral resolution applications. Advanced analytical techniques including HPLC-MS and chiral GC are typically employed for purity assessment.

The pharmaceutical industry utilizes (2S,5S)-2,5-Dimethylpyrrolidine as a key intermediate in the production of central nervous system (CNS) therapeutics and antiviral agents. Its structural motif appears in several FDA-approved drugs, where the pyrrolidine scaffold enhances binding affinity to biological targets. Recent patent literature reveals innovative applications in protease inhibitor design and kinase modulator development.

In material science, this compound serves as a precursor for chiral ligands in transition metal catalysis. The dimethyl substitution pattern influences steric hindrance and electronic distribution, enabling tailored catalyst design for C-C bond formation reactions. Emerging research explores its incorporation into metal-organic frameworks (MOFs) for asymmetric catalysis applications.

Quality control of CAS 117968-50-0 requires stringent analytical validation, with enantiomeric excess (ee) typically exceeding 99% for pharmaceutical-grade material. Modern continuous flow chemistry approaches have improved the efficiency of its synthesis, reducing waste generation compared to traditional batch processes. These advancements align with Industry 4.0 initiatives in chemical manufacturing.

The global market for chiral building blocks like (2S,5S)-2,5-Dimethylpyrrolidine is projected to grow at 6.8% CAGR through 2030, driven by expanding biopharmaceutical pipelines and personalized medicine development. Regulatory considerations emphasize proper handling protocols and storage conditions to maintain compound integrity, with recommendations for inert atmosphere preservation.

Cutting-edge research explores novel derivatives of 117968-50-0 for catalysis optimization and drug delivery systems. Computational chemistry studies investigate its conformational preferences and molecular interactions, providing insights for rational drug design. These developments position (2S,5S)-2,5-Dimethylpyrrolidine as a cornerstone compound in modern synthetic chemistry.

For researchers sourcing this material, critical parameters include certificate of analysis (CoA) verification, supplier reliability, and regulatory compliance. The compound's stability profile and compatibility with common reaction conditions make it particularly valuable for method development in academic and industrial laboratories worldwide.

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