Cas no 103189-63-5 ((R)-Methyl 3-aminobutanoate)

(R)-Methyl 3-aminobutanoate is a chiral ester derivative of 3-aminobutanoic acid, featuring an (R)-configuration at the stereocenter. This compound serves as a valuable intermediate in organic synthesis, particularly in the preparation of enantiomerically pure pharmaceuticals and fine chemicals. Its ester functionality enhances solubility in organic solvents, facilitating reactions such as amidation or reduction. The (R)-stereochemistry makes it suitable for asymmetric synthesis, enabling the production of optically active compounds with high selectivity. Additionally, its stability under mild conditions allows for versatile applications in peptide chemistry and bioactive molecule development. The product is typically supplied with high chemical and enantiomeric purity, ensuring reliable performance in synthetic workflows.
(R)-Methyl 3-aminobutanoate structure
(R)-Methyl 3-aminobutanoate structure
Product Name:(R)-Methyl 3-aminobutanoate
CAS No:103189-63-5
MF:C5H11NO2
MW:117.146341562271
MDL:MFCD08058803
CID:125488
PubChem ID:9118388
Update Time:2025-06-12

(R)-Methyl 3-aminobutanoate Chemical and Physical Properties

Names and Identifiers

    • Butanoic acid,3-amino-, methyl ester, (3R)-
    • (R)-Methyl 3-aminobutanoate
    • (R)-3-Amino-butyric acid methyl ester
    • 3-AMINO-BUTYRIC ACID METHYL ESTER
    • Methyl (3R)-3-aminobutanoate
    • (R)-3-Aminobutanoic acid methyl ester
    • (E)-methyl 3-acetamidobutanoate
    • (R)-methyl 3-acetamidobutanoate
    • (S)-methyl 3-acetamidobutanoate
    • (S)-methyl 3-acetylaminobutanoate
    • Butanoic acid,3-(acetylamino)-,methyl ester
    • methyl (S)-3-acetamidebutanoate
    • methyl (S)-3-acetamidobutanoate
    • methyl (S)-3-acetylaminobutyrate
    • methyl (S)-3-aminobutanoate
    • methyl (S)-3-aminobutyrate
    • Methyl (3R)-aminobutanoate
    • Methyl (R)-3-aminobutanoate
    • Butanoic acid, 3-aMino-, Methyl ester, (R)-
    • CS-0003933
    • methyl(3r)-3-aminobutanoate
    • (R)-3-aminobutanoic acid, methyl ester
    • A896591
    • (R)-METHYL3-AMINOBUTANOATE
    • SJQZRROQIBFBPS-SCSAIBSYSA-N
    • EN300-364645
    • FD10418
    • MFCD08058803
    • SCHEMBL4375047
    • Butanoic acid, 3-amino-, methyl ester, (3R)-
    • (R)-3-Aminobutyric acid methyl ester
    • Butanoic acid,3-amino-,methyl ester,(3R)-
    • AKOS006285216
    • 103189-63-5
    • AS-48849
    • DB-351729
    • MDL: MFCD08058803
    • Inchi: 1S/C5H11NO2/c1-4(6)3-5(7)8-2/h4H,3,6H2,1-2H3/t4-/m1/s1
    • InChI Key: SJQZRROQIBFBPS-SCSAIBSYSA-N
    • SMILES: O(C)C(C[C@@H](C)N)=O

Computed Properties

  • Exact Mass: 117.07900
  • Monoisotopic Mass: 117.078978594g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 3
  • Complexity: 82.5
  • 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: -0.5
  • Topological Polar Surface Area: 52.3?2

Experimental Properties

  • Density: 0.987±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 159.8±23.0 oC (760 Torr),
  • Flash Point: 34.0±20.1 oC,
  • Solubility: Soluble (165 g/l) (25 o C),
  • PSA: 52.32000
  • LogP: 0.59700

(R)-Methyl 3-aminobutanoate Security Information

  • Hazardous Material transportation number:3272
  • HazardClass:3
  • PackingGroup:

(R)-Methyl 3-aminobutanoate Pricemore >>

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(R)-Methyl 3-aminobutanoate Related Literature

Additional information on (R)-Methyl 3-aminobutanoate

Introduction to (R)-Methyl 3-aminobutanoate (CAS No. 103189-63-5)

(R)-Methyl 3-aminobutanoate, with the chemical formula C6H13NO2, is a significant compound in the field of chemo-biopharmaceuticals. This enantiomerically pure compound is widely recognized for its role in synthetic chemistry and pharmacological applications. Its CAS number, 103189-63-5, uniquely identifies it in scientific literature and industrial processes, underscoring its importance in both research and development.

The compound belongs to the class of α-amino esters, which are known for their versatility in medicinal chemistry. Specifically, (R)-Methyl 3-aminobutanoate is an optically active form, meaning it exists as a single enantiomer with a specific three-dimensional arrangement of atoms. This chirality is crucial in pharmaceuticals, as the biological activity of many drugs is highly dependent on their stereochemical configuration.

In recent years, there has been a surge in research focusing on the applications of chiral auxiliaries and ligands in asymmetric synthesis. (R)-Methyl 3-aminobutanoate has emerged as a valuable building block in this context. Its structural features make it an excellent candidate for constructing complex molecules with high enantiomeric purity. This has particular relevance in the development of novel therapeutic agents where specificity and efficacy are paramount.

One of the most compelling aspects of (R)-Methyl 3-aminobutanoate is its utility in peptide mimetics and peptidomimetic drug design. Peptides are essential biomolecules that play a myriad of roles in biological processes, but their use as drugs is often limited by issues such as poor bioavailability and rapid degradation. Peptidomimetics, which are synthetic analogs of peptides, offer a solution to these challenges by mimicking the biological activity of peptides while possessing improved pharmacokinetic properties.

Current research indicates that (R)-Methyl 3-aminobutanoate can be incorporated into peptidomimetic structures to enhance their stability and bioactivity. For instance, studies have demonstrated its effectiveness in creating cyclic peptidomimetics that exhibit potent inhibitory effects on various enzymatic targets. These findings highlight the compound's potential as a key intermediate in the synthesis of next-generation therapeutics.

Furthermore, (R)-Methyl 3-aminobutanoate has found applications in the field of enzyme inhibition. Many diseases are caused by the overactivity or underactivity of specific enzymes, making enzyme inhibition a promising strategy for drug development. The compound's ability to act as a substrate or inhibitor analog has been explored in several studies. For example, it has been shown to modulate the activity of acetylcholinesterase, an enzyme implicated in Alzheimer's disease.

The growing interest in (R)-Methyl 3-aminobutanoate is also driven by its role in synthetic methodologies that promote sustainable chemistry. Green chemistry principles emphasize the development of processes that minimize environmental impact while maintaining high efficiency and yield. The use of readily available starting materials like (R)-Methyl 3-aminobutanoate aligns with these principles, as it allows for scalable and environmentally friendly syntheses.

In addition to its pharmaceutical applications, (R)-Methyl 3-aminobutanoate has shown promise in agrochemical research. The development of novel pesticides and herbicides often requires complex molecular architectures that can interact selectively with biological targets. The compound's structural versatility makes it a valuable tool for designing such agrochemicals.

Recent advancements in computational chemistry have further enhanced the utility of (R)-Methyl 3-aminobutanoate. Molecular modeling studies have revealed insights into its interactions with biological targets at an atomic level, aiding in the rational design of more effective derivatives. These computational approaches complement traditional experimental methods, providing a more comprehensive understanding of the compound's behavior.

The synthesis of (R)-Methyl 3-aminobutanoate itself is another area where innovation continues to thrive. Modern synthetic techniques have enabled more efficient and cost-effective production methods, making it more accessible for industrial applications. Catalytic processes, particularly those involving biocatalysts or transition metal complexes, have been explored to improve yield and reduce waste.

Looking ahead, the future prospects for (R)-Methyl 3-aminobutanoate appear bright. As our understanding of molecular interactions deepens and new synthetic tools become available, its applications are likely to expand further. Whether in drug discovery, materials science, or agrochemistry, this compound continues to play a pivotal role in advancing scientific knowledge and technological innovation.

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