Cas no 1807884-98-5 (rac-(2R,3R)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide, trans)

Technical Introduction: rac-(2R,3R)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide is a chiral pyrrolidinone derivative featuring a trans-configuration at the 2- and 3-positions. The compound’s rigid stereochemistry and functional group arrangement make it a valuable intermediate in medicinal chemistry, particularly for the synthesis of biologically active molecules. The tert-butyl group enhances steric stability, while the pyrazole moiety offers potential for further derivatization. Its well-defined trans-configuration ensures consistent reactivity in stereoselective transformations. This compound is suited for applications in drug discovery, serving as a scaffold for protease inhibitors or kinase modulators. High purity and precise stereochemical control are key advantages for research and development purposes.
rac-(2R,3R)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide, trans structure
1807884-98-5 structure
Product Name:rac-(2R,3R)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide, trans
CAS No:1807884-98-5
MF:C13H20N4O2
MW:264.323502540588
CID:5989944
PubChem ID:91654425
Update Time:2025-06-08

rac-(2R,3R)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide, trans Chemical and Physical Properties

Names and Identifiers

    • rac-(2R,3R)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide, trans
    • 3-Pyrrolidinecarboxamide, 1-(1,1-dimethylethyl)-2-(1-methyl-1H-pyrazol-4-yl)-5-oxo-, (2R,3R)-rel-
    • 1820570-55-5
    • rac-(2R,3R)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide
    • (2S,3S)-1-(tert-Butyl)-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide
    • (2S,3S)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide
    • EN300-1693199
    • EN300-196034
    • 1807884-98-5
    • Inchi: 1S/C13H20N4O2/c1-13(2,3)17-10(18)5-9(12(14)19)11(17)8-6-15-16(4)7-8/h6-7,9,11H,5H2,1-4H3,(H2,14,19)/t9-,11+/m1/s1
    • InChI Key: RZOCWFSYOXCHRM-KOLCDFICSA-N
    • SMILES: N1(C(C)(C)C)C(=O)C[C@@H](C(N)=O)[C@@H]1C1=CN(C)N=C1

Computed Properties

  • Exact Mass: 264.15862589g/mol
  • Monoisotopic Mass: 264.15862589g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 3
  • Complexity: 391
  • 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: -0.9
  • Topological Polar Surface Area: 81.2?2

Experimental Properties

  • Density: 1.29±0.1 g/cm3(Predicted)
  • Boiling Point: 522.6±50.0 °C(Predicted)
  • pka: 15.85±0.40(Predicted)

rac-(2R,3R)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide, trans Pricemore >>

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rac-(2R,3R)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide, trans Related Literature

Additional information on rac-(2R,3R)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide, trans

Comprehensive Overview of rac-(2R,3R)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide, trans (CAS No. 1807884-98-5)

The compound rac-(2R,3R)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide, trans (CAS No. 1807884-98-5) is a highly specialized chiral molecule with significant potential in pharmaceutical research and development. Its unique structural features, including a pyrrolidine core and a 1-methyl-1H-pyrazol-4-yl substituent, make it a valuable intermediate for drug discovery. The tert-butyl group enhances its stability, while the trans configuration ensures stereochemical precision, a critical factor in modern medicinal chemistry.

In recent years, the demand for chiral compounds like rac-(2R,3R)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide, trans has surged due to their applications in asymmetric synthesis and targeted drug design. Researchers are particularly interested in its potential as a protease inhibitor or kinase modulator, given the growing focus on precision medicine. The compound's CAS No. 1807884-98-5 is frequently searched in academic databases, reflecting its relevance in cutting-edge therapeutic areas such as oncology and neurology.

One of the most compelling aspects of this compound is its role in addressing drug resistance, a hot topic in pharmaceutical science. By incorporating the 1-methyl-1H-pyrazol-4-yl moiety, scientists can explore novel mechanisms to overcome resistance pathways in diseases like cancer. Additionally, the pyrrolidine-3-carboxamide scaffold is known for its bioavailability, making it a preferred choice for oral drug formulations. These attributes align with the industry's shift toward small-molecule therapeutics with improved pharmacokinetic profiles.

From a synthetic perspective, the preparation of rac-(2R,3R)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide, trans involves advanced techniques such as enantioselective catalysis and chiral resolution. These methods are critical for achieving the desired trans configuration, which directly impacts the compound's biological activity. The tert-butyl group also plays a strategic role in protecting reactive sites during multi-step syntheses, a common challenge in complex molecule construction.

In the context of AI-driven drug discovery, compounds like rac-(2R,3R)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide, trans are increasingly analyzed using machine learning models to predict their binding affinities and toxicity profiles. This intersection of chemistry and technology is revolutionizing how researchers prioritize candidates for preclinical studies. The compound's CAS No. 1807884-98-5 often appears in datasets used to train these algorithms, underscoring its importance in computational chemistry.

Environmental and regulatory considerations are also shaping the discourse around such compounds. The pyrrolidine and pyrazole motifs are generally regarded as environmentally benign, aligning with the pharmaceutical industry's push toward green chemistry. This focus on sustainability is driving innovation in solvent-free synthesis and catalytic methods, further enhancing the appeal of rac-(2R,3R)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide, trans as a model substrate.

In summary, rac-(2R,3R)-1-tert-butyl-2-(1-methyl-1H-pyrazol-4-yl)-5-oxopyrrolidine-3-carboxamide, trans (CAS No. 1807884-98-5) represents a convergence of structural ingenuity and therapeutic potential. Its applications span from drug resistance research to AI-aided molecular design, making it a cornerstone of modern pharmaceutical science. As the field evolves, this compound will likely remain at the forefront of discussions on innovation and efficiency in drug development.

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