Cas no 45121-22-0 (Boc-D-2-aminobutanoic Acid)

Boc-D-2-aminobutanoic Acid is a protected derivative of D-2-aminobutanoic acid, featuring a tert-butoxycarbonyl (Boc) group that enhances stability and selectivity in peptide synthesis. This chiral building block is particularly valuable in the preparation of non-natural peptides and modified biomolecules, offering precise stereochemical control due to its D-configuration. The BOC group facilitates orthogonal protection strategies, enabling sequential deprotection in multi-step reactions. Its high purity and compatibility with standard coupling reagents make it a reliable choice for solid-phase and solution-phase peptide synthesis. The compound is widely used in pharmaceutical research and asymmetric synthesis, where its structural integrity and reactivity are critical.
Boc-D-2-aminobutanoic Acid structure
Boc-D-2-aminobutanoic Acid structure
Product Name:Boc-D-2-aminobutanoic Acid
CAS No:45121-22-0
MF:C9H17NO4
MW:203.23558306694
MDL:MFCD00270335
CID:324723
PubChem ID:2755936
Update Time:2025-06-28

Boc-D-2-aminobutanoic Acid Chemical and Physical Properties

Names and Identifiers

    • (R)-2-((tert-Butoxycarbonyl)amino)butanoic acid
    • (R)-N-Boc-2-aminobutyric acid
    • Boc-D-Abu-OH
    • Boc-D-2-AminobutyricAcid
    • Boc-D-a-aminobutyric acid
    • BOC-D-Α-AMINOBUTYRIC ACID
    • Butanoicacid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2R)-
    • (2R)-2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)butanoic acid
    • (2R)-2-[(tert-butoxycarbonyl)amino]butanoic acid
    • (R)-2-(N-t-butoxycarbonylamino)butanoic acid
    • (R)-2-(tert-butoxycarbonylamino)butyric acid
    • (R)-Boc-2-aminobutyric acid
    • AmbotzBAA1341
    • BOC-(R)-2-aminobutyric acid
    • BOC-D-2-ABU-OH
    • N-(tert-butoxycarbonyl)-D-2-aminobutanoic acid
    • 2-(R)-tert-Butoxycarbonylaminobutyric acid
    • (2R)-2-[[(tert-Butoxy)carbonyl]amino]butanoic acid
    • BOC-D-ABU(2)-OH
    • EN300-94252
    • DS-14314
    • DTXSID40373149
    • Butanoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2R)-
    • AKOS015910186
    • 45121-22-0
    • (2R)-2-(tert-butoxycarbonylamino)butanoic acid
    • PNFVIPIQXAIUAY-ZCFIWIBFSA-N
    • BOC-D-2-AMINOBUTYRIC ACID
    • AKOS015155839
    • (R)-2-(tert-butoxycarbonylamino)butanoic acid
    • (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid
    • boc-D-abu-oh, AldrichCPR
    • BCP17073
    • 2(R)-(t-Butoxycarbonylamino)butanoic acid
    • MFCD00270335
    • (2R)-2-{[(tert-butoxy)carbonyl]amino}butanoic acid
    • SCHEMBL1951491
    • (R)-2-(BOC-amino)butanoic acid
    • Boc-D-alpha-aminobutyric acid
    • (2R)-2-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)butanoic acid
    • CS-W022599
    • Boc-D-2-aminobutanoic Acid
    • MDL: MFCD00270335
    • Inchi: 1S/C9H17NO4/c1-5-6(7(11)12)10-8(13)14-9(2,3)4/h6H,5H2,1-4H3,(H,10,13)(H,11,12)/t6-/m1/s1
    • InChI Key: PNFVIPIQXAIUAY-ZCFIWIBFSA-N
    • SMILES: O(C(N[C@@H](C(=O)O)CC)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 203.11600
  • Monoisotopic Mass: 203.11575802g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 6
  • Complexity: 219
  • 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
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: 1.5
  • Topological Polar Surface Area: 75.6?2

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.101
  • Melting Point: 67-70°C
  • Boiling Point: 334.5℃ at 760 mmHg
  • Flash Point: 156.11 °C
  • Solubility: Soluble in DMF (1mmol in 1ml DMF).
  • PSA: 75.63000
  • LogP: 1.76520
  • Specific Rotation: +17.3° (c=1.02,MeOH)
  • Solubility: Not determined

Boc-D-2-aminobutanoic Acid Security Information

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Boc-D-2-aminobutanoic Acid Production Method

Additional information on Boc-D-2-aminobutanoic Acid

Professional Introduction to Boc-D-2-aminobutanoic Acid (CAS No. 45121-22-0)

Boc-D-2-aminobutanoic Acid, with the chemical formula C8H15NO3, is a crucial intermediate in the field of pharmaceutical synthesis and peptide chemistry. This compound, identified by its CAS number CAS No. 45121-22-0, is widely utilized in the development of bioactive molecules due to its structural versatility and reactivity. The Boc (tert-butoxycarbonyl) protecting group in its molecular structure enhances its stability and compatibility with various synthetic conditions, making it an indispensable tool in medicinal chemistry.

The significance of Boc-D-2-aminobutanoic Acid lies in its role as a building block for constructing complex peptides and peptidomimetics. Its chirality, specifically the D-isomer, allows for the precise control of molecular conformation, which is critical for achieving desired biological activities. In recent years, advancements in solid-phase peptide synthesis (SPPS) have further highlighted the utility of this compound, enabling efficient and scalable production of peptide-based therapeutics.

Recent studies have demonstrated the application of Boc-D-2-aminobutanoic Acid in the synthesis of enzyme inhibitors and receptor ligands. For instance, researchers have leveraged its structural framework to develop novel molecules targeting neurological disorders. The ability to incorporate this amino acid into peptide sequences has led to the discovery of potent agonists and antagonists with significant therapeutic potential. These findings underscore the importance of chiral amino acids in drug design and highlight the versatility of Boc-D-2-aminobutanoic Acid as a synthetic intermediate.

The chemical properties of Boc-D-2-aminobutanoic Acid make it particularly well-suited for use in multi-step synthetic routes. Its reactivity with various coupling reagents ensures seamless integration into larger molecular frameworks, facilitating the construction of intricate structures. Additionally, its stability under a range of conditions allows for flexibility in synthetic methodologies, enabling chemists to optimize reaction conditions for maximum yield and purity.

In the realm of drug development, the demand for high-quality intermediates like Boc-D-2-aminobutanoic Acid continues to grow. Pharmaceutical companies and academic institutions alike rely on such compounds to accelerate the discovery and development of new treatments. The compound's well-documented synthetic protocols and predictable behavior make it a preferred choice for researchers aiming to streamline their synthetic pathways. This reliability has contributed to its widespread adoption in both industrial and academic settings.

The role of protecting groups in peptide synthesis cannot be overstated, and the Boc group on Boc-D-2-aminobutanoic Acid exemplifies this principle. Protecting groups are essential for preventing unwanted side reactions and ensuring that each step in the synthesis proceeds with high fidelity. The Boc group, in particular, is known for its stability under basic conditions while remaining removable under acidic conditions, making it an ideal choice for protecting amine functionalities during peptide assembly.

Recent innovations in analytical techniques have further enhanced our understanding of how Boc-D-2-aminobutanoic Acid behaves in complex synthetic environments. Techniques such as nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry (MS) allow researchers to accurately characterize intermediates and monitor reaction progress. These advancements have enabled more precise control over peptide synthesis, leading to improved yields and reduced impurities.

The future prospects for Boc-D-2-aminobutanoic Acid are promising, with ongoing research exploring new applications in drug discovery and material science. The compound's unique properties make it a valuable asset for chemists working on cutting-edge projects, from developing novel antibiotics to designing smart materials with tailored functionalities. As our understanding of molecular interactions continues to evolve, the importance of versatile intermediates like this one will only increase.

In conclusion, Boc-D-2-aminobutanoic Acid (CAS No. 45121-22-0) represents a cornerstone in modern synthetic chemistry. Its applications span across multiple disciplines, underscoring its versatility and utility. As research progresses, we can expect to see even more innovative uses emerge, further solidifying its place as a fundamental building block in pharmaceutical and chemical sciences.

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