Cas no 1417743-45-3 ((R)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidine-1-carboxylate)

(R)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidine-1-carboxylate structure
1417743-45-3 structure
Product Name:(R)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidine-1-carboxylate
CAS No:1417743-45-3
MF:C12H23NO3
MW:229.315923929214
CID:2119712
PubChem ID:117966778
Update Time:2025-07-19

(R)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • (R)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidine-1-carboxylate
    • 1-Pyrrolidinecarboxylic acid, 2-(hydroxyMethyl)-4,4-diMethyl-, 1,1-diMethylethyl ester, (2R)-
    • tert-butyl (2R)-2-(hydroxymethyl)-4,4-dimethylpyrrolidine-1-carboxylate
    • TERT-BUTYL (R)-2-(HYDROXYMETHYL)-4,4-DIMETHYLPYRROLIDINE-1-CARBOXYLATE
    • 1417743-45-3
    • CS-0079032
    • SCHEMBL16584653
    • IMAIYZZQVVKONO-SECBINFHSA-N
    • Inchi: 1S/C12H23NO3/c1-11(2,3)16-10(15)13-8-12(4,5)6-9(13)7-14/h9,14H,6-8H2,1-5H3/t9-/m1/s1
    • InChI Key: IMAIYZZQVVKONO-SECBINFHSA-N
    • SMILES: N1(C(OC(C)(C)C)=O)CC(C)(C)C[C@@H]1CO

Computed Properties

  • Exact Mass: 229.16779360g/mol
  • Monoisotopic Mass: 229.16779360g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 268
  • 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: 1.8
  • Topological Polar Surface Area: 49.8?2

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Additional information on (R)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidine-1-carboxylate

Introduction to (R)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidine-1-carboxylate (CAS No. 1417743-45-3)

(R)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidine-1-carboxylate, with the CAS number 1417743-45-3, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and biomedicine. This compound belongs to the pyrrolidine class of molecules, which are known for their diverse biological activities and utility in drug development. The unique structural features of this compound, including its chiral center and bulky tert-butyl group, make it a promising candidate for various therapeutic applications.

The< strong>tert-butyl group in the molecule contributes to its steric hindrance, which can influence both its reactivity and its interactions with biological targets. This steric effect is particularly important in the design of chiral drugs, where the spatial arrangement of atoms can significantly impact the efficacy and selectivity of a therapeutic agent. The presence of a< strong>hydroxymethyl group provides a site for further functionalization, allowing for the synthesis of more complex derivatives that may exhibit enhanced pharmacological properties.

In recent years, there has been a growing interest in the development of novel pyrrolidine-based compounds for their potential applications in treating various diseases. The< strong>(R)-configuration of this compound is particularly noteworthy, as enantiomeric purity is often crucial for the success of a drug candidate. The (R)-enantiomer, in particular, has shown promise in preclinical studies for its ability to interact selectively with biological receptors.

One of the most exciting areas of research involving (R)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidine-1-carboxylate is its potential use as a building block in the synthesis of more complex molecules. Researchers have been exploring its utility in constructing peptidomimetics, which are designed to mimic the biological activity of natural peptides but with improved stability and pharmacokinetic properties. These peptidomimetics have shown promise in targeting various therapeutic pathways, including those involved in inflammation and cancer.

The< strong>hydroxymethyl group in this compound also makes it a valuable intermediate for the synthesis of glycosides and other carbohydrate-based drugs. Carbohydrates play a crucial role in many biological processes, and modifications to their structure can lead to novel therapeutic agents with improved efficacy and reduced side effects. The ability to functionalize this compound at multiple sites allows for the creation of a wide range of derivatives with tailored properties.

Recent advancements in computational chemistry have also facilitated the design and optimization of (R)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidine-1-carboxylate derivatives. By leveraging molecular modeling techniques, researchers can predict the binding modes of these compounds to biological targets and fine-tune their structures for optimal activity. This approach has led to the identification of several promising candidates that are now undergoing further investigation in preclinical studies.

The pharmaceutical industry has been particularly interested in this compound due to its potential as an intermediate in the synthesis of protease inhibitors. Proteases are enzymes that play a critical role in many physiological processes, and inhibitors targeting these enzymes have been successfully used to treat conditions such as HIV/AIDS and cancer. The unique structural features of (R)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidine-1-carboxylate make it an ideal candidate for developing new protease inhibitors with improved potency and selectivity.

In addition to its applications in drug development, this compound has also shown promise in materials science. Its ability to form stable complexes with other molecules makes it useful as a ligand in catalytic systems. These catalytic systems have applications in various industrial processes, including the production of fine chemicals and polymers. The< strong>tert-butyl group's steric hindrance can be exploited to control reaction outcomes, leading to more efficient and sustainable chemical processes.

The biodegradability and environmental impact of (R)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidine-1-carboxylate are also areas of active research. As industries strive to develop more sustainable chemical processes, there is a growing demand for compounds that can be easily degraded without releasing harmful byproducts. Studies have shown that this compound can be metabolized by microbial enzymes into less toxic derivatives, making it a promising candidate for environmentally friendly applications.

The synthesis methods for (R)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidine-1-carboxylate have also seen significant advancements recently. Researchers have developed novel catalytic routes that improve yield and reduce waste compared to traditional synthetic methods. These advancements not only make the production process more efficient but also align with global efforts to reduce the environmental footprint of chemical manufacturing.

In conclusion, (R)-tert-butyl 2-(hydroxymethyl)-4,4-dimethylpyrrolidine-1-carboxylate (CAS No. 1417743-45-3) is a versatile compound with numerous potential applications across various fields. Its unique structural features make it an attractive candidate for drug development, materials science, and sustainable chemistry. As research continues to uncover new uses for this compound, it is likely to play an increasingly important role in addressing some of the most pressing challenges facing modern society.

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