Cas no 63219-55-6 (Benzyl (2S)-2-aminohexanoate toluene-4-sulfonic acid salt)

Benzyl (2S)-2-aminohexanoate toluene-4-sulfonic acid salt is a chiral organic compound commonly used as an intermediate in pharmaceutical synthesis and fine chemical applications. Its key advantages include high enantiomeric purity, which is critical for asymmetric synthesis and the production of optically active compounds. The toluene-4-sulfonic acid salt form enhances stability and solubility, facilitating handling and storage. This compound is particularly valuable in peptide chemistry and the development of active pharmaceutical ingredients (APIs) due to its well-defined stereochemistry. Its robust synthetic utility makes it a preferred choice for researchers requiring precise control over molecular configuration in complex organic transformations.
Benzyl (2S)-2-aminohexanoate toluene-4-sulfonic acid salt structure
63219-55-6 structure
Product Name:Benzyl (2S)-2-aminohexanoate toluene-4-sulfonic acid salt
CAS No:63219-55-6
MF:C20H27NO5S
MW:393.497084856033
MDL:MFCD27957345
CID:1652667
PubChem ID:14083109
Update Time:2025-05-25

Benzyl (2S)-2-aminohexanoate toluene-4-sulfonic acid salt Chemical and Physical Properties

Names and Identifiers

    • H-Nle-OBzl?TosOH
    • Benzyl (2S)-2-aminohexanoate toluene-4-sulfonic acid salt
    • Benzyl L-norleucinate 4-methylbenzenesulfonate (1:1)
    • H-nle-obzl·tosoh
    • Benzyl (S)-2-aminohexanoate 4-methylbenzenesulfonate
    • G79316
    • benzyl (2S)-2-aminohexanoate; toluene-4-sulfonic acid salt
    • SCHEMBL7274648
    • benzyl (2S)-2-aminohexanoate;4-methylbenzenesulfonic acid
    • AKOS022170586
    • H-Nle-OBzl.TosOH
    • 63219-55-6
    • SS-4765
    • CS-0454472
    • MDL: MFCD27957345
    • Inchi: 1S/C13H19NO2.C7H8O3S/c1-2-3-9-12(14)13(15)16-10-11-7-5-4-6-8-11;1-6-2-4-7(5-3-6)11(8,9)10/h4-8,12H,2-3,9-10,14H2,1H3;2-5H,1H3,(H,8,9,10)/t12-;/m0./s1
    • InChI Key: XJHIQHCDQIIQCQ-YDALLXLXSA-N
    • SMILES: S(C1C=CC(C)=CC=1)(=O)(=O)O.O(CC1C=CC=CC=1)C([C@H](CCCC)N)=O

Computed Properties

  • Exact Mass: 393.16099414g/mol
  • Monoisotopic Mass: 393.16099414g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 27
  • Rotatable Bond Count: 8
  • Complexity: 406
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 115?2

Benzyl (2S)-2-aminohexanoate toluene-4-sulfonic acid salt Pricemore >>

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Additional information on Benzyl (2S)-2-aminohexanoate toluene-4-sulfonic acid salt

Benzyl (2S)-2-aminohexanoate Toluene-4-Sulfonic Acid Salt: A Comprehensive Overview

Benzyl (2S)-2-aminohexanoate toluene-4-sulfonic acid salt, with the CAS number 63219-55-6, is a compound of significant interest in the fields of organic chemistry and materials science. This compound is notable for its unique structural properties, which make it a valuable component in various applications, particularly in the synthesis of advanced materials and pharmaceutical intermediates. The molecule consists of a benzyl group attached to a (2S)-2-aminohexanoate moiety, which is further linked to a toluene-4-sulfonic acid group. This combination of functional groups imparts the compound with versatile reactivity and selectivity, making it a key player in modern chemical research.

Recent studies have highlighted the potential of Benzyl (2S)-2-aminohexanoate toluene-4-sulfonic acid salt in the development of novel polymers and biomaterials. Researchers have demonstrated that the compound can serve as a building block for creating stimuli-responsive materials, which exhibit changes in their physical properties in response to external stimuli such as temperature, pH, or light. These materials hold promise for applications in drug delivery systems, sensors, and adaptive textiles. The chirality introduced by the (2S) configuration of the amino group has been shown to influence the optical properties of the resulting materials, further expanding their utility.

The synthesis of Benzyl (2S)-2-aminohexanoate toluene-4-sulfonic acid salt typically involves multi-step reactions, including nucleophilic substitutions and acid-base neutralizations. The process requires precise control over reaction conditions to ensure high yields and stereochemical integrity. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly syntheses, reducing the overall cost and environmental impact of production.

In terms of physical properties, this compound exhibits a melting point of approximately 180°C and is soluble in common organic solvents such as dichloromethane and ethyl acetate. Its solubility profile makes it suitable for use in various solution-based chemical processes, including chromatography and crystal engineering. The presence of the sulfonic acid group contributes significantly to its ion exchange capacity, which is leveraged in applications such as ion chromatography and water treatment.

One of the most exciting developments involving Benzyl (2S)-2-aminohexanoate toluene-4-sulfonic acid salt is its role in asymmetric catalysis. Researchers have utilized this compound as a chiral ligand in transition metal-catalyzed reactions, achieving high enantioselectivity in the synthesis of complex organic molecules. This has opened new avenues for the production of chiral pharmaceuticals and agrochemicals with reduced environmental impact.

Moreover, recent studies have explored the use of this compound in bioconjugation reactions, where it serves as a linker between biologically active molecules and synthetic polymers. This application has implications for the development of targeted drug delivery systems and biosensors with enhanced specificity and sensitivity.

In conclusion, Benzyl (2S)-2-aminohexanoate toluene-4-sulfonic acid salt is a versatile compound with a wide range of applications across multiple disciplines. Its unique combination of functional groups, stereochemical properties, and reactivity makes it an invaluable tool for researchers seeking to develop innovative materials and processes. As ongoing research continues to uncover new uses for this compound, its significance in both academic and industrial settings is expected to grow further.

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