Cas no 97534-52-6 (N-Boc-a-methyl-D,L-leucine)

N-Boc-α-methyl-D,L-leucine is a protected amino acid derivative featuring a tert-butoxycarbonyl (Boc) group at the nitrogen and a methyl substitution at the α-carbon. This compound is widely utilized in peptide synthesis, where the Boc group serves as a temporary protecting group for the amine functionality, enabling selective deprotection under mild acidic conditions. The α-methyl modification enhances steric hindrance, influencing peptide conformation and stability. Its racemic (D,L) form offers flexibility in chiral resolution or non-stereoselective applications. The product is valued for its compatibility with standard coupling reagents and its role in constructing modified peptides for pharmaceutical and biochemical research.
N-Boc-a-methyl-D,L-leucine structure
N-Boc-a-methyl-D,L-leucine structure
Product Name:N-Boc-a-methyl-D,L-leucine
CAS No:97534-52-6
MF:C12H23NO4
MW:245.315324068069
CID:3168801
PubChem ID:21866228
Update Time:2025-10-31

N-Boc-a-methyl-D,L-leucine Chemical and Physical Properties

Names and Identifiers

    • 2-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}leucine
    • 2-((tert-butoxycarbonyl)amino)-2,4-dimethylpentanoic acid
    • G49888
    • GYOVBMLJVOOBQA-UHFFFAOYSA-N
    • t-butoxycarbonyl-2-methyl-D,L-leucine
    • AKOS013465160
    • 2-([(TERT-BUTOXY)CARBONYL]AMINO)-2,4-DIMETHYLPENTANOIC ACID
    • EN300-3225602
    • MFCD02682476
    • 2-tert-butyloxycarbonylamino-2,4-dimethylpentanoic acid
    • CS-0246343
    • 2-{[(tert-butoxy)carbonyl]amino}-2,4-dimethylpentanoic acid
    • Z1200998432
    • SCHEMBL56735
    • 2,4-dimethyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid
    • 2-[(tert-butoxycarbonyl)amino]-2,4-dimethylpentanoic acid
    • 97534-52-6
    • Leucine, N-[(1,1-dimethylethoxy)carbonyl]-2-methyl-
    • N-Boc-alpha-methyl-D,L-leucine (Boc-DL-aMeLeu-OH)
    • Boc-alpha-methyl-DL-leucine
    • XDA53452
    • N-Boc-a-methyl-D,L-leucine
    • MDL: MFCD02682476
    • Inchi: 1S/C12H23NO4/c1-8(2)7-12(6,9(14)15)13-10(16)17-11(3,4)5/h8H,7H2,1-6H3,(H,13,16)(H,14,15)
    • InChI Key: GYOVBMLJVOOBQA-UHFFFAOYSA-N
    • SMILES: O(C(NC(C(=O)O)(C)CC(C)C)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 245.16270821g/mol
  • Monoisotopic Mass: 245.16270821g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 7
  • Complexity: 293
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.4
  • Topological Polar Surface Area: 75.6?2

N-Boc-a-methyl-D,L-leucine Security Information

  • HazardClass:IRRITANT

N-Boc-a-methyl-D,L-leucine Pricemore >>

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Additional information on N-Boc-a-methyl-D,L-leucine

Introduction to N-Boc-a-methyl-D,L-leucine (CAS No: 97534-52-6)

N-Boc-a-methyl-D,L-leucine, with the chemical name N-Boc-a-methyl-D,L-leucine, is a crucial intermediate in the field of pharmaceutical synthesis and peptide chemistry. This compound, identified by its CAS number 97534-52-6, plays a pivotal role in the development of various therapeutic agents due to its structural and functional versatility. The presence of the Boc (tert-butoxycarbonyl) protecting group on the amine functionality enhances its stability and reactivity, making it an indispensable tool in solid-phase peptide synthesis (SPPS) and other organic transformations.

The compound is derived from the essential amino acid leucine, which is a building block for proteins and enzymes. By introducing a methyl group at the alpha position, N-Boc-a-methyl-D,L-leucine modifies the properties of leucine, influencing its solubility, reactivity, and biological activity. This modification is particularly valuable in medicinal chemistry, where precise control over molecular structure is essential for achieving desired pharmacological effects.

In recent years, N-Boc-a-methyl-D,L-leucine has garnered significant attention in the research community due to its applications in drug discovery and development. Its use as a protected amino acid allows for efficient and scalable synthesis of complex peptides and peptidomimetics. These derivatives have shown promise in various therapeutic areas, including oncology, immunology, and neurology. The ability to incorporate this compound into peptide chains enables researchers to fine-tune the pharmacokinetic and pharmacodynamic profiles of their target molecules.

One of the most compelling aspects of N-Boc-a-methyl-D,L-leucine is its role in solid-phase peptide synthesis (SPPS). SPPS is a widely used method for constructing peptides with high precision and yield. The Boc protection group provides stability during coupling reactions while allowing for selective deprotection at appropriate stages of synthesis. This makes N-Boc-a-methyl-D,L-leucine an ideal choice for building blocks in SPPS protocols.

The compound's utility extends beyond peptide synthesis. It serves as a precursor for the preparation of various pharmacologically active molecules. For instance, researchers have utilized N-Boc-a-methyl-D,L-leucine to develop novel inhibitors targeting specific enzymatic pathways. These inhibitors have demonstrated potential in preclinical studies as candidates for treating chronic diseases.

Recent advancements in synthetic methodologies have further enhanced the applicability of N-Boc-a-methyl-D,L-leucine. Techniques such as flow chemistry and continuous manufacturing have enabled more efficient production processes, reducing costs and improving scalability. These innovations are particularly relevant in industrial settings where large-scale synthesis of pharmaceutical intermediates is required.

The biological significance of leucine derivatives cannot be overstated. Leucine itself is involved in numerous physiological processes, including protein synthesis, energy metabolism, and immune function. By modifying its structure through compounds like N-Boc-a-methyl-D,L-leucine, researchers can explore new therapeutic avenues and develop targeted treatments for various conditions.

In conclusion, N-Boc-a-methyl-D,L-leucine (CAS No: 97534-52-6) is a versatile and indispensable compound in modern pharmaceutical research. Its applications in peptide synthesis, drug development, and synthetic chemistry underscore its importance in advancing medical science. As research continues to uncover new possibilities, the role of this compound is expected to grow even further, contributing to the discovery of innovative therapies that address unmet medical needs.

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