Cas no 252642-41-4 ((4R)-4-hydroxy-1-methyl-pyrrolidin-2-one)

(4R)-4-Hydroxy-1-methyl-pyrrolidin-2-one is a chiral lactam derivative characterized by a hydroxyl group at the 4-position of the pyrrolidinone ring. Its stereospecific (R)-configuration makes it a valuable intermediate in asymmetric synthesis, particularly for pharmaceuticals and fine chemicals. The compound’s structural features, including the polar hydroxyl group and lactam functionality, enhance its utility in nucleophilic reactions and as a precursor for bioactive molecules. Its high purity and defined stereochemistry ensure reproducibility in research and industrial applications. The compound is typically handled under controlled conditions due to its sensitivity to moisture and temperature, requiring storage in a cool, dry environment. Suitable for use in medicinal chemistry and catalysis studies.
(4R)-4-hydroxy-1-methyl-pyrrolidin-2-one structure
252642-41-4 structure
Product Name:(4R)-4-hydroxy-1-methyl-pyrrolidin-2-one
CAS No:252642-41-4
MF:C5H9NO2
MW:115.130461454391
MDL:MFCD19690593
CID:1109834
PubChem ID:58967513
Update Time:2025-10-27

(4R)-4-hydroxy-1-methyl-pyrrolidin-2-one Chemical and Physical Properties

Names and Identifiers

    • (4R)-4-hydroxy-1-methyl-2-Pyrrolidinone
    • (4R)-4-hydroxy-1-methyl-pyrrolidin-2-one
    • (4R)-4-HYDROXY-1-METHYLPYRROLIDIN-2-ONE
    • (R)-4-HYDROXY-1-METHYLPYRROLIDIN-2-ONE
    • EN300-266620
    • SCHEMBL7901387
    • AT19112
    • 252642-41-4
    • MDL: MFCD19690593
    • Inchi: 1S/C5H9NO2/c1-6-3-4(7)2-5(6)8/h4,7H,2-3H2,1H3/t4-/m1/s1
    • InChI Key: YRVPVSMWSPGZSV-SCSAIBSYSA-N
    • SMILES: O[C@@H]1CC(N(C)C1)=O

Computed Properties

  • Exact Mass: 115.063328530g/mol
  • Monoisotopic Mass: 115.063328530g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 113
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -1.2
  • Topological Polar Surface Area: 40.5?2

(4R)-4-hydroxy-1-methyl-pyrrolidin-2-one Pricemore >>

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(4R)-4-hydroxy-1-methyl-pyrrolidin-2-one Related Literature

Additional information on (4R)-4-hydroxy-1-methyl-pyrrolidin-2-one

(4R)-4-Hydroxy-1-Methyl-Pyrrolidin-2-One: A Comprehensive Overview

The compound with CAS No 252642-41-4, commonly referred to as (4R)-4-hydroxy-1-methyl-pyrrolidin-2-one, is a fascinating molecule that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound belongs to the class of pyrrolidinones, which are five-membered lactams with a hydroxyl group at the 4-position and a methyl group at the 1-position. The stereochemistry at the 4R position is crucial, as it influences the compound's physical properties, biological activity, and synthetic applications.

Recent studies have highlighted the potential of (4R)-4-hydroxy-1-methyl-pyrrolidin-2-one as a precursor in the synthesis of bioactive molecules. For instance, researchers have explored its role in the development of novel antibiotics and antiviral agents. The compound's unique structure allows for facile modifications, making it an ideal building block for drug discovery efforts. Its ability to form stable amide bonds and participate in various cyclization reactions has further cemented its importance in medicinal chemistry.

In terms of synthesis, (4R)-4-hydroxy-1-methyl-pyrrolidin-2-one can be prepared through a variety of methods, including ring-closing reactions and enzymatic catalysis. One notable approach involves the use of recombinant enzymes to achieve high enantioselectivity, ensuring the formation of the desired 4R configuration. This method not only enhances yield but also minimizes environmental impact, aligning with current green chemistry principles.

The biological activity of (4R)-4-hydroxy-1-methyl-pyrrolidin-2-one has been extensively studied. In vitro assays have demonstrated its potential as an inhibitor of key enzymes involved in metabolic pathways, suggesting its utility in treating conditions such as diabetes and neurodegenerative diseases. Additionally, preclinical studies have shown promising results in reducing inflammation and oxidative stress, further underscoring its therapeutic potential.

From an analytical standpoint, the characterization of (4R)-4-hydroxy-1-methyl-pyrrolidin-2-one relies on advanced spectroscopic techniques such as NMR and mass spectrometry. These methods provide critical insights into the compound's molecular structure and purity, ensuring its suitability for both research and commercial applications.

In conclusion, (4R)-4-hydroxy-1-methyl-pyrrolidin-2-one stands out as a versatile and valuable compound in contemporary chemical research. Its unique properties, coupled with recent advancements in synthesis and application, position it as a key player in the development of innovative therapeutic agents. As research continues to unfold, this compound is likely to pave the way for groundbreaking discoveries in medicine and beyond.

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