• 1. Adsorption and stability of chiral modifiers based on 1-(1-naphthyl)-ethylamine for Pt catalysed heterogeneous asymmetric hydrogenations
  Fabian Meemken,Titian Steiger,Mareike C. Holland,Ryan Gilmour,Konrad Hungerbühler,Alfons Baiker Catal. Sci. Technol. 2015 5 705
• 2. Crucial aspects in the design of chirally modified noble metal catalysts for asymmetric hydrogenation of activated ketones
  Alfons Baiker Chem. Soc. Rev. 2015 44 7449
• 3. Highly efficient asymmetric reduction of ketopantolactone to d-(?)-pantolactone by Escherichia coli cells expressing recombinant conjugated polyketone reductase and glucose dehydrogenase in a fed-batch biphasic reaction system
  Xiaolin Pei,Jiapao Wang,Haoteng Zheng,Pengfei Cheng,Yifeng Wu,Anming Wang,Weike Su React. Chem. Eng. 2020 5 531
• 4. Stable immobilization of aldehyde ketone reductase mutants containing nonstandard amino acids on an epoxy resin via strain-promoted alkyne–azide cycloaddition
  Huimin Li,Youcheng Yin,Anming Wang,Ningning Li,Ru Wang,Jing Zhang,Xinxin Chen,Xiaolin Pei,Tian Xie RSC Adv. 2020 10 2624
• 5. Stable immobilization of aldehyde ketone reductase mutants containing nonstandard amino acids on an epoxy resin via strain-promoted alkyne–azide cycloaddition
  Huimin Li,Youcheng Yin,Anming Wang,Ningning Li,Ru Wang,Jing Zhang,Xinxin Chen,Xiaolin Pei,Tian Xie RSC Adv. 2020 10 2624

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Lactones Gamma butyrolactones

Chemical Profile of 4,4-dimethyloxolane-2,3-dione (CAS No: 13031-04-4)

4,4-dimethyloxolane-2,3-dione, identified by its Chemical Abstracts Service number 13031-04-4, is a significant heterocyclic compound with a broad spectrum of applications in organic synthesis and pharmaceutical research. This dione derivative, characterized by its oxygen-containing five-membered ring structure, has garnered considerable attention in the scientific community due to its versatile reactivity and potential utility in the development of novel therapeutic agents.

The molecular framework of 4,4-dimethyloxolane-2,3-dione consists of a lactone moiety embedded within a cyclohexane ring, with two methyl groups substituting at the 4-position. This unique structural configuration imparts distinct chemical properties that make it a valuable intermediate in synthetic chemistry. The compound’s ability to undergo ring-opening reactions under various conditions allows for the facile introduction of diverse functional groups, facilitating the construction of complex molecular architectures.

In recent years, 4,4-dimethyloxolane-2,3-dione has been extensively studied for its role in medicinal chemistry. Its reactivity as a synthon for constructing β-lactam derivatives has been particularly noteworthy. β-Lactams are a cornerstone class of antibiotics, including penicillins and cephalosporins, which have revolutionized the treatment of bacterial infections. The incorporation of 4,4-dimethyloxolane-2,3-dione into synthetic pathways enables the rapid assembly of novel β-lactam analogs, which can be screened for enhanced antimicrobial activity and reduced resistance profiles.

Moreover, the compound’s utility extends beyond antibiotic development. Researchers have explored its application in the synthesis of protease inhibitors, which are critical in treating chronic diseases such as HIV and cancer. The oxolane ring’s inherent strain and reactivity make it an effective scaffold for designing molecules that can selectively inhibit target enzymes. Recent studies have demonstrated promising results in using derivatives of 4,4-dimethyloxolane-2,3-dione to modulate enzyme activity in vitro and in vivo.

The pharmaceutical industry has also leveraged 4,4-dimethyloxolane-2,3-dione as a precursor in the development of antiviral agents. The ability to derivatize the oxolane core with pharmacophores that interact with viral proteases or polymerases has opened new avenues for antiviral drug discovery. For instance, modifications to the methyl groups or the dione functionality have yielded compounds with improved pharmacokinetic profiles and efficacy against RNA viruses.

From an industrial perspective, 4,4-dimethyloxolane-2,3-dione is valued for its role in fine chemical synthesis. Its stability under various reaction conditions and compatibility with multiple synthetic methodologies make it a preferred choice for large-scale production processes. The compound’s versatility allows chemists to employ it in both classical organic reactions and modern catalytic processes, underscoring its importance as a building block in industrial chemistry.

The environmental impact of utilizing 4,4-dimethyloxolane-2,3-dione has also been examined. Studies indicate that when handled under controlled conditions, it exhibits moderate environmental persistence but can be effectively degraded through standard wastewater treatment protocols. Efforts are ongoing to optimize synthetic routes that minimize waste generation and enhance sustainability while maintaining high yields.

In conclusion, 4 , 4 - dimethyl oxolane - 2 , 3 - dione ( CAS No: 13031 - 04 - 4 ) remains a pivotal compound in chemical research and pharmaceutical development. Its unique structural features enable diverse applications across multiple disciplines, from antibiotic synthesis to antiviral drug design. As scientific understanding advances, 4 , 4 - dimethyl oxolane - 2 , 3 - dione is expected to continue playing a crucial role in shaping future innovations within medicinal chemistry and industrial chemistry.

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