Cas no 218608-83-4 (Boc-(r)-3-Amino-5-phenylpentanoic Acid)

Boc-(R)-3-Amino-5-phenylpentanoic Acid is a chiral building block widely used in peptide synthesis and pharmaceutical research. The tert-butoxycarbonyl (Boc) protecting group enhances stability during reactions, while the (R)-configuration ensures stereochemical precision in target molecules. Its phenylpentanoic acid backbone provides structural versatility for designing bioactive compounds. This intermediate is particularly valuable in medicinal chemistry for developing enzyme inhibitors and receptor modulators due to its rigid yet flexible scaffold. High purity and consistent performance make it suitable for demanding synthetic applications. Proper handling under inert conditions is recommended to preserve its integrity.
Boc-(r)-3-Amino-5-phenylpentanoic Acid structure
218608-83-4 structure
Product Name:Boc-(r)-3-Amino-5-phenylpentanoic Acid
CAS No:218608-83-4
MF:C16H23NO4
MW:293.35812497139
MDL:MFCD01076262
CID:66973
PubChem ID:7021558
Update Time:2025-07-01

Boc-(r)-3-Amino-5-phenylpentanoic Acid Chemical and Physical Properties

Names and Identifiers

    • (R)-3-((tert-Butoxycarbonyl)amino)-5-phenylpentanoic acid
    • (R)-3-tert-Butoxycarbonylamino-5-phenylpentanoic acid
    • Boc-5-phenyl-D-beta-norvaline
    • (R)-3-(Boc-amino)-5-phenylpentanoic acid
    • Benzenepentanoic acid, β-[[(1,1-dimethylethoxy)carbonyl]amino]-, (βR)-
    • Boc-(R)-3-amino-5-phenylpentanoic acid
    • BOC-(R)-3-AMINO-5-PHENYL-PENTANOIC ACID
    • DTXSID801169160
    • CB-1267
    • PS-12268
    • (3R)-3-{[(tert-butoxy)carbonyl]amino}-5-phenylpentanoic acid
    • (betaR)-beta-[[(1,1-Dimethylethoxy)carbonyl]amino]benzenepentanoic acid
    • AKOS015890047
    • (R)-3-(Boc-amino)-5-phenylpentanoic acid, >=97.0% (HPLC)
    • EN300-816711
    • Boc-D-Hph-(C#CH2)OH
    • A815706
    • MFCD01076262
    • SCHEMBL825574
    • (R)-3-((tert-Butoxycarbonyl)amino)-5-phenylpentanoicacid
    • (3R)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-5-phenylpentanoic acid
    • 218608-83-4
    • AC-22144
    • (I(2)R)-I(2)-[[(1,1-Dimethylethoxy)carbonyl]amino]benzenepentanoic acid
    • (3R)-3-[(tert-butoxycarbonyl)amino]-5-phenylpentanoic acid
    • Boc-(r)-3-Amino-5-phenylpentanoic Acid
    • MDL: MFCD01076262
    • Inchi: 1S/C16H23NO4/c1-16(2,3)21-15(20)17-13(11-14(18)19)10-9-12-7-5-4-6-8-12/h4-8,13H,9-11H2,1-3H3,(H,17,20)(H,18,19)/t13-/m1/s1
    • InChI Key: MYWZFJXOLAXENE-CYBMUJFWSA-N
    • SMILES: O(C(N[C@@H](CC(=O)O)CCC1C=CC=CC=1)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 293.16300
  • Monoisotopic Mass: 293.16270821g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 9
  • Complexity: 343
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.8
  • Topological Polar Surface Area: 75.6?2

Experimental Properties

  • Color/Form: White powder
  • PSA: 75.63000
  • LogP: 3.37810
  • Optical Activity: [α]/D +1.5±0.5°, c =?1 in ethanol
  • Solubility: Not determined

Boc-(r)-3-Amino-5-phenylpentanoic Acid Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Safety Instruction: S22-S24/25
  • FLUKA BRAND F CODES:10
  • HazardClass:IRRITANT
  • Safety Term:S22;S24/25

Boc-(r)-3-Amino-5-phenylpentanoic Acid Customs Data

  • HS CODE:2924299090
  • Customs Data:

    China Customs Code:

    2924299090

    Overview:

    2924299090. Other cyclic amides(Including cyclic carbamates)(Including their derivatives as well as their salts). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, packing

    Summary:

    2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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Boc-(r)-3-Amino-5-phenylpentanoic Acid Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:218608-83-4)Boc-(r)-3-Amino-5-phenylpentanoic Acid
Order Number:A815706
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:08
Price ($):156.0

Additional information on Boc-(r)-3-Amino-5-phenylpentanoic Acid

Professional Introduction to Boc-(r)-3-Amino-5-phenylpentanoic Acid (CAS No. 218608-83-4)

Boc-(r)-3-Amino-5-phenylpentanoic Acid, with the chemical identifier CAS No. 218608-83-4, is a specialized compound that has garnered significant attention in the field of pharmaceutical research and development. This compound, characterized by its unique structural and functional properties, plays a crucial role in the synthesis of various bioactive molecules. The Boc (tert-butoxycarbonyl) protecting group in its name indicates its utility as an intermediate in peptide synthesis, while the (r)-configuration suggests its enantiomeric purity, which is essential for many biological applications.

The molecular structure of Boc-(r)-3-Amino-5-phenylpentanoic Acid consists of a five-carbon chain with an amino group at the third position and a phenyl ring attached to the fifth carbon. This specific arrangement contributes to its reactivity and compatibility with various enzymatic and chemical transformations. In recent years, there has been a growing interest in the development of chiral compounds like this one due to their enhanced selectivity and efficacy in biological systems.

One of the most compelling aspects of Boc-(r)-3-Amino-5-phenylpentanoic Acid is its application in the synthesis of peptide mimetics and peptidomimetics. These molecules are designed to mimic the biological activity of natural peptides but with improved stability and pharmacokinetic properties. The Boc protection group ensures that the amino group remains unreactive under harsh conditions, allowing for controlled synthetic pathways. This feature is particularly valuable in multi-step syntheses where protecting groups are used to prevent unwanted side reactions.

Recent studies have highlighted the potential of Boc-(r)-3-Amino-5-phenylpentanoic Acid in the development of novel therapeutic agents. For instance, researchers have explored its use in creating analogs of neuropeptides, which are involved in various neurological processes. The phenyl ring in its structure can interact with specific binding sites on target proteins, potentially leading to the development of more effective treatments for neurological disorders. Additionally, its enantiomeric purity ensures that the resulting compounds exhibit high selectivity, reducing off-target effects and improving overall therapeutic efficacy.

The compound's utility extends beyond peptide synthesis. It has been investigated as a building block for more complex molecules, such as protease inhibitors and kinase inhibitors. These types of inhibitors are critical in treating a wide range of diseases, including cancer and infectious diseases. The ability to precisely control the stereochemistry of these compounds is essential for their biological activity, making Boc-(r)-3-Amino-5-phenylpentanoic Acid a valuable asset in medicinal chemistry.

In addition to its pharmaceutical applications, Boc-(r)-3-Amino-5-phenylpentanoic Acid has shown promise in material science. Its unique structural features make it a suitable candidate for developing new materials with specific properties. For example, it can be used to create polymers with tailored mechanical and thermal properties. These materials could find applications in various industries, including aerospace and electronics.

The synthesis of Boc-(r)-3-Amino-5-phenylpentanoic Acid involves multi-step organic reactions that require precise control over reaction conditions. Advanced synthetic techniques, such as asymmetric catalysis and chiral auxiliary methods, are often employed to achieve high yields and enantiomeric purity. The increasing availability of these synthetic methods has made it more feasible to produce complex chiral compounds like this one on an industrial scale.

One notable advancement in the field is the use of flow chemistry techniques for synthesizing Boc-(r)-3-Amino-5-phenylpentanoic Acid. Flow chemistry allows for better control over reaction parameters, leading to improved reproducibility and scalability. This approach has been particularly beneficial in pharmaceutical manufacturing, where consistency and purity are paramount.

The future prospects for Boc-(r)-3-Amino-5-phenylpentanoic Acid are promising, with ongoing research exploring new applications and synthetic methodologies. As our understanding of molecular interactions continues to grow, so does the potential for this compound to contribute to advancements in medicine and material science. Its unique combination of structural features makes it a versatile tool for researchers across multiple disciplines.

In conclusion, Boc-(r)-3-Amino-5-phenylpentanoic Acid (CAS No. 218608-83-4) is a multifaceted compound with significant potential in pharmaceutical research and beyond. Its role as an intermediate in peptide synthesis, along with its applications in drug development and material science, underscores its importance in modern chemistry. As new synthetic techniques and applications emerge, this compound will continue to be a valuable asset for scientists worldwide.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:218608-83-4)Boc-(r)-3-Amino-5-phenylpentanoic Acid
A815706
Purity:99%
Quantity:1g
Price ($):156.0
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