Cas no 147228-37-3 ((R)-Homobenzyl-β-alanine)

(R)-Homobenzyl-β-alanine is a chiral β-amino acid derivative featuring a homobenzyl substituent at the β-position. This compound is valuable in asymmetric synthesis and pharmaceutical research due to its stereochemical purity and versatile reactivity. The (R)-configuration ensures high enantioselectivity, making it suitable for applications in peptidomimetics, catalyst design, and bioactive molecule development. Its rigid structure and functional group compatibility allow for precise modifications in drug discovery and material science. The homobenzyl group enhances lipophilicity, improving membrane permeability in therapeutic agents. This compound is typically supplied with high chemical purity, ensuring reliability in synthetic and medicinal chemistry applications.
(R)-Homobenzyl-β-alanine structure
(R)-Homobenzyl-β-alanine structure
Product Name:(R)-Homobenzyl-β-alanine
CAS No:147228-37-3
MF:C11H15NO2
MW:193.242303133011
MDL:MFCD01076261
CID:65029
PubChem ID:7009759
Update Time:2025-11-02

(R)-Homobenzyl-β-alanine Chemical and Physical Properties

Names and Identifiers

    • (R)-3-Amino-5-phenylpentanoic acid hydrochloride
    • (R)- 3-Amino-5-phenyl-pentanoic acid.HCl
    • (R)-3-Amino-5-phenylpentanoic acid
    • (R)-3-AMINO-5-PHENYL-PENTANOIC ACID HCL
    • Benzenepentanoic acid, β-amino-, (βR)-
    • H-D-b-Nva(5-phenyl)-OH
    • H-D-β-Nva(5-phenyl)-OH.HCl
    • (R)-homobenzyl-beta-alanine
    • RARECHEM AK PT 0054
    • H-D-HPH-(C*CH2)OH HCL
    • H-D-b-Nva(5-phenyl)-OH·HCl
    • H-D-PHE(NO CH2,C*CH2)-OH HCL
    • H-D-BETA-NVA(5-PHENYL)-OH HCL
    • (R)-Amino-5-phenylpentanoic acid hydrochloride
    • Benzenepentanoic acid, .beta.-amino-, (.beta.R)-
    • SCHEMBL2029005
    • (R)-3-Amino-5-phenylpentanoicacid
    • (r)-3-amino-5-phenyl-pentanoic acid
    • CJJYCYZKUNRKFP-SNVBAGLBSA-N
    • AKOS006281641
    • benzenepentanoic acid, beta-amino-, (betar)-
    • 147228-37-3
    • (3R)-3-AMINO-5-PHENYLPENTANOIC ACID
    • CS-0200124
    • EN300-816512
    • 3-(R)-Amino-5-phenyl-pentanoic acid
    • (R)- 3-Amino-5phenyl-pentanoic acid
    • (R)-Homobenzyl-β-alanine
    • MDL: MFCD01076261
    • Inchi: 1S/C11H15NO2/c12-10(8-11(13)14)7-6-9-4-2-1-3-5-9/h1-5,10H,6-8,12H2,(H,13,14)/t10-/m1/s1
    • InChI Key: CJJYCYZKUNRKFP-SNVBAGLBSA-N
    • SMILES: OC(C[C@@H](CCC1C=CC=CC=1)N)=O

Computed Properties

  • Exact Mass: 193.11000
  • Monoisotopic Mass: 193.110278721g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 5
  • Complexity: 176
  • 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: -1.1
  • Topological Polar Surface Area: 63.3?2

Experimental Properties

  • Density: 1.133
  • Boiling Point: 368.2°Cat760mmHg
  • Flash Point: 176.5°C
  • PSA: 63.32000
  • LogP: 2.12150
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

(R)-Homobenzyl-β-alanine Security Information

(R)-Homobenzyl-β-alanine Pricemore >>

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Additional information on (R)-Homobenzyl-β-alanine

Exploring (R)-Homobenzyl-β-alanine (CAS 147228-37-3): Properties, Applications, and Market Insights

(R)-Homobenzyl-β-alanine (CAS 147228-37-3) is a specialized chiral amino acid derivative that has garnered significant attention in pharmaceutical and biochemical research. This compound, characterized by its unique homobenzyl substitution and β-alanine backbone, serves as a critical building block in the synthesis of bioactive molecules. Its enantiomeric purity and structural versatility make it invaluable for drug development, particularly in targeting G-protein-coupled receptors (GPCRs) and enzyme modulation.

The growing demand for chiral intermediates like (R)-Homobenzyl-β-alanine aligns with trends in precision medicine and personalized therapeutics. Researchers are increasingly focusing on enantioselective synthesis to improve drug efficacy and reduce side effects. This compound’s role in peptide-based drug design is particularly noteworthy, as it enhances stability and bioavailability—a hot topic in biopharmaceutical innovation.

From a chemical perspective, (R)-Homobenzyl-β-alanine exhibits remarkable stereochemical stability, which is crucial for maintaining activity in biological systems. Its carboxyl and amino functional groups allow for seamless integration into larger molecular frameworks, enabling applications in cancer therapeutics, neurological disorders, and metabolic disease research. Recent studies highlight its potential in prodrug formulations, addressing challenges like poor membrane permeability.

The market for (R)-Homobenzyl-β-alanine is expanding, driven by advancements in asymmetric catalysis and green chemistry. Manufacturers are adopting continuous flow processes to scale up production sustainably—a response to the pharmaceutical industry’s push for eco-friendly synthesis. Analytical techniques such as HPLC chiral separation and NMR spectroscopy ensure the compound’s high purity, meeting stringent regulatory standards for GMP-grade materials.

In the context of AI-driven drug discovery, (R)-Homobenzyl-β-alanine is frequently explored in virtual screening libraries. Computational models predict its interactions with targets like ion channels and kinases, accelerating lead optimization. This synergy between computational chemistry and experimental validation underscores its relevance in modern high-throughput screening platforms.

For researchers sourcing (R)-Homobenzyl-β-alanine, key considerations include storage conditions (typically -20°C under inert gas) and solubility profiles (compatible with DMSO and aqueous buffers). Suppliers often provide certificates of analysis (CoA) detailing enantiomeric excess (ee) ≥99%, a critical parameter for reproducibility in structure-activity relationship (SAR) studies.

Looking ahead, the compound’s adaptability in bioconjugation and proteolysis-targeting chimera (PROTAC) design positions it at the forefront of next-generation therapeutics. As the scientific community prioritizes targeted protein degradation and allosteric modulation, (R)-Homobenzyl-β-alanine is poised to play a pivotal role in addressing unmet medical needs.

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