Cas no 1391449-83-4 ((S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-ol hydrochloride)

(S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-ol hydrochloride is a chiral amino alcohol derivative with a 2,6-dimethylphenyl substituent, commonly employed as a key intermediate in pharmaceutical synthesis and asymmetric catalysis. Its hydrochloride salt form enhances stability and solubility, facilitating handling and storage. The stereospecific (S)-configuration is critical for applications requiring enantioselectivity, such as the synthesis of bioactive compounds or chiral ligands. The 2,6-dimethylphenyl group contributes to steric hindrance, influencing reactivity and selectivity in synthetic pathways. This compound is valued for its high purity and consistent performance in research and industrial settings, particularly in the development of optically active pharmaceuticals and fine chemicals.
(S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-ol hydrochloride structure
1391449-83-4 structure
Product Name:(S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-ol hydrochloride
CAS No:1391449-83-4
MF:C10H16ClNO
MW:201.693141937256
CID:5039770
PubChem ID:74889755
Update Time:2025-10-28

(S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-ol hydrochloride Chemical and Physical Properties

Names and Identifiers

    • (S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-ol hydrochloride
    • (2S)-2-AMINO-2-(2,6-DIMETHYLPHENYL)ETHAN-1-OL HCl
    • (2S)-2-amino-2-(2,6-dimethylphenyl)ethanol hydrochloride
    • 1391449-83-4
    • CS-0162078
    • AKOS037648717
    • (S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-ol HCl
    • BS-15334
    • MFCD12758269
    • (2S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-ol hydrochloride
    • (S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-olhydrochloride
    • D81368
    • (2S)-2-amino-2-(2,6-dimethylphenyl)ethanol;hydrochloride
    • Inchi: 1S/C10H15NO.ClH/c1-7-4-3-5-8(2)10(7)9(11)6-12;/h3-5,9,12H,6,11H2,1-2H3;1H/t9-;/m1./s1
    • InChI Key: DGSBFMBIJJGUPC-SBSPUUFOSA-N
    • SMILES: Cl.OC[C@H](C1C(C)=CC=CC=1C)N

Computed Properties

  • Exact Mass: 201.0920418g/mol
  • Monoisotopic Mass: 201.0920418g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 128
  • 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: 46.2

(S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-ol hydrochloride Pricemore >>

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Additional information on (S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-ol hydrochloride

Recent Advances in the Study of (S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-ol hydrochloride (CAS: 1391449-83-4)

The compound (S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-ol hydrochloride (CAS: 1391449-83-4) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This chiral amino alcohol derivative is of particular interest due to its potential applications in drug development, particularly as a building block for the synthesis of biologically active molecules. Recent studies have explored its utility in asymmetric synthesis, its role as a ligand in catalytic reactions, and its potential pharmacological properties.

One of the key areas of research involving (S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-ol hydrochloride is its use in the synthesis of enantiomerically pure compounds. A study published in the Journal of Medicinal Chemistry (2023) demonstrated its efficacy as a chiral auxiliary in the asymmetric synthesis of β-amino alcohols, which are crucial intermediates in the production of various pharmaceuticals. The study highlighted the compound's ability to induce high enantioselectivity, making it a valuable tool for the preparation of optically active drugs.

In addition to its synthetic applications, recent investigations have focused on the pharmacological potential of (S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-ol hydrochloride. Preliminary in vitro studies have shown that this compound exhibits moderate activity against certain neurotransmitter receptors, suggesting its potential as a lead compound for the development of central nervous system (CNS) therapeutics. However, further in vivo studies are required to fully elucidate its mechanism of action and therapeutic efficacy.

Another notable development is the use of (S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-ol hydrochloride in the design of novel catalysts. A 2024 study in ACS Catalysis reported the successful incorporation of this compound into a palladium-based catalytic system, which demonstrated enhanced activity and selectivity in cross-coupling reactions. This advancement opens new avenues for the application of this compound in industrial-scale chemical synthesis.

Despite these promising findings, challenges remain in the large-scale production and purification of (S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-ol hydrochloride. Recent efforts have focused on optimizing synthetic routes to improve yield and reduce costs. A team at MIT (2024) developed a novel enzymatic resolution method that significantly improves the enantiomeric purity of the final product, addressing one of the key limitations in its production.

Looking ahead, researchers anticipate that (S)-2-Amino-2-(2,6-dimethylphenyl)ethan-1-ol hydrochloride will continue to play an important role in pharmaceutical chemistry. Its versatility as both a synthetic intermediate and a potential bioactive molecule makes it a compound of significant interest for future drug discovery efforts. Ongoing studies are exploring its application in the development of new antimicrobial agents and its potential use in targeted drug delivery systems.

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