Cas no 910548-26-4 ((3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic Acid)

(3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic acid is a chiral, non-proteinogenic amino acid derivative widely used in peptide synthesis and pharmaceutical research. Its tert-butyloxycarbonyl (Boc) protecting group enhances stability during reactions while allowing selective deprotection under mild acidic conditions. The 3-methyl substitution introduces steric and electronic modifications, making it valuable for studying structure-activity relationships in bioactive peptides. This compound is particularly useful in asymmetric synthesis due to its high enantiomeric purity, ensuring consistent stereochemical outcomes. Its compatibility with standard solid-phase peptide synthesis (SPPS) protocols further underscores its utility in developing peptidomimetics and constrained analogs. The product is typically characterized by HPLC and NMR to verify purity and structural integrity.
(3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic Acid structure
910548-26-4 structure
Product Name:(3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic Acid
CAS No:910548-26-4
MF:C11H19NO6
MW:261.27166390419
CID:1058868
PubChem ID:124660612
Update Time:2025-05-20

(3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic Acid Chemical and Physical Properties

Names and Identifiers

    • (3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic Acid
    • (2S,3R)-2-((tert-Butoxycarbonyl)amino)-3-methylpentanedioic acid
    • 910548-26-4
    • (2S,3R)-3-Methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanedioic acid
    • DB-309909
    • Inchi: 1S/C11H19NO6/c1-6(5-7(13)14)8(9(15)16)12-10(17)18-11(2,3)4/h6,8H,5H2,1-4H3,(H,12,17)(H,13,14)(H,15,16)/t6-,8+/m1/s1
    • InChI Key: FATXSXNMPLAJCZ-SVRRBLITSA-N
    • SMILES: O(C(N[C@H](C(=O)O)[C@H](C)CC(=O)O)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 261.12100
  • Monoisotopic Mass: 261.12123733g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 7
  • Complexity: 333
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.8
  • Topological Polar Surface Area: 113?2

Experimental Properties

  • PSA: 112.93000
  • LogP: 1.46600

(3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic Acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
B807700-1mg
(3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic Acid
910548-26-4
1mg
$ 173.00 2023-04-18
TRC
B807700-10mg
(3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic Acid
910548-26-4
10mg
$ 1326.00 2023-04-18

Additional information on (3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic Acid

(3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic Acid (CAS No. 910548-26-4): A Comprehensive Overview of Its Properties and Applications

The compound (3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic Acid (CAS No. 910548-26-4) is a specialized derivative of L-glutamic acid, a naturally occurring amino acid. This molecule is characterized by the presence of a tert-butyloxycarbonyl (Boc) protecting group and a 3-methyl substitution, which significantly alters its chemical and biological properties. The Boc group is widely used in peptide synthesis to protect the amine functionality, while the methyl substitution introduces steric and electronic effects that can influence the compound's reactivity and interactions.

In recent years, the demand for custom amino acid derivatives like (3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic Acid has surged, driven by advancements in peptide therapeutics and drug discovery. Researchers are increasingly exploring non-natural amino acids to design peptides with enhanced stability, bioavailability, and target specificity. This compound, with its unique structural features, is particularly valuable in the synthesis of peptidomimetics and small-molecule inhibitors, which are pivotal in treating diseases like cancer and metabolic disorders.

The synthesis of (3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic Acid typically involves multi-step organic reactions, including asymmetric synthesis and protective group chemistry. The Boc group is introduced to safeguard the amino group during subsequent reactions, ensuring high yields and purity. The 3-methyl moiety is often incorporated via alkylation or enzymatic methods, highlighting the importance of stereoselective synthesis in producing enantiomerically pure compounds. These synthetic strategies align with the growing emphasis on green chemistry and sustainable manufacturing in the pharmaceutical industry.

One of the most compelling applications of (3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic Acid is in the development of peptide-based drugs. Peptides are gaining traction as therapeutic agents due to their high specificity and low toxicity. However, their poor metabolic stability and membrane permeability often limit their clinical utility. By incorporating modified amino acids like this compound, researchers can overcome these challenges, creating peptides with improved pharmacokinetic profiles. This approach is particularly relevant in the context of personalized medicine, where tailored therapies are designed to meet individual patient needs.

Beyond pharmaceuticals, (3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic Acid finds use in bioconjugation and material science. Its reactive functional groups make it a versatile building block for constructing hybrid materials, such as peptide-polymer conjugates, which have applications in drug delivery and tissue engineering. The compound's ability to form stable amide bonds also makes it useful in surface modification and biosensor development, areas that are rapidly evolving with the integration of nanotechnology.

From a regulatory perspective, (3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic Acid is not classified as a hazardous substance, making it relatively easy to handle in laboratory settings. However, proper storage conditions—such as protection from moisture and extreme temperatures—are essential to maintain its stability. As with all fine chemicals, adherence to Good Laboratory Practices (GLP) and Quality Control (QC) protocols is critical to ensure consistent performance in research and industrial applications.

In summary, (3R)-N-(tert-Butyloxycarbonyl)-3-methyl-L-glutamic Acid (CAS No. 910548-26-4) is a multifaceted compound with significant potential in drug development, material science, and biotechnology. Its unique structural attributes and compatibility with modern synthetic techniques position it as a valuable tool for scientists and engineers. As the fields of peptide engineering and biomaterials continue to expand, the relevance of this compound is expected to grow, offering new opportunities for innovation and discovery.

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