Cas no 305820-28-4 (N6-(1,1-Dimethylethoxy)carbonyl-5-hydroxy-lysine)

N6-(1,1-Dimethylethoxy)carbonyl-5-hydroxy-lysine is a protected derivative of hydroxylysine, featuring a Boc (tert-butoxycarbonyl) group at the N6-position. This modification enhances stability and facilitates selective deprotection in peptide synthesis. The compound is valuable for research applications requiring controlled incorporation of hydroxylated lysine residues, particularly in glycopeptide and collagen-related studies.
N6-(1,1-Dimethylethoxy)carbonyl-5-hydroxy-lysine structure
305820-28-4 structure
Product Name:N6-(1,1-Dimethylethoxy)carbonyl-5-hydroxy-lysine
CAS No:305820-28-4
MF:C11H22N2O5
MW:262.302783489227
CID:300001
PubChem ID:10952038
Update Time:2025-06-19

N6-(1,1-Dimethylethoxy)carbonyl-5-hydroxy-lysine Chemical and Physical Properties

Names and Identifiers

    • Lysine,N6-[(1,1-dimethylethoxy)carbonyl]-5-hydroxy- (9CI)
    • 2-amino-5-hydroxy-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid
    • H-DL-DELTA-HYDROXY-DL-LYS(BOC)-OH,
    • H-DL-δ-Hydroxy-DL-Lys(Boc)-OH
    • DELTA-HYDROXY-DL-LYS(BOC)-OH
    • DL-DELTA-HYDROXY-DL-LYSINE(BOC)-OH
    • Ne-Boc-DL-d-Hydroxy-DL-lysine
    • N-EPSILON-BOC-DL-DELTA-HYDROXY-DL-LYSIN-EPSILON
    • N-EPSILON-T-BUTOXYCARBONYL-DELTA-HYDROXY-DL-LYSINE
    • 2-Amino-6-((tert-butoxycarbonyl)amino)-5-hydroxyhexanoic acid
    • SCHEMBL12463713
    • H-DL--Hydroxy-DL-Lys(Boc)-OH
    • 305820-28-4
    • H-DL-d-Hydroxy-DL-Lys(Boc)-OH
    • DTXSID50449460
    • H-DL-gamma-Hydroxy-DL-Lys(Boc)-OH
    • H-DL-delta-Hydroxy-DL-Lys(Boc)-OH
    • 2-AMINO-6-[(TERT-BUTOXYCARBONYL)AMINO]-5-HYDROXYHEXANOIC ACID
    • H-DL-Hyl(Boc)-OH
    • N6-[(1,1-Dimethylethoxy)carbonyl]-5-hydroxy-lysine
    • N6-(1,1-Dimethylethoxy)carbonyl-5-hydroxy-lysine
    • Inchi: 1S/C11H22N2O5/c1-11(2,3)18-10(17)13-6-7(14)4-5-8(12)9(15)16/h7-8,14H,4-6,12H2,1-3H3,(H,13,17)(H,15,16)
    • InChI Key: OOAMGZCSNWGRDG-UHFFFAOYSA-N
    • SMILES: OC(CNC(=O)OC(C)(C)C)CCC(C(=O)O)N

Computed Properties

  • Exact Mass: 262.15287181g/mol
  • Monoisotopic Mass: 262.15287181g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 9
  • Complexity: 288
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -2.6
  • Topological Polar Surface Area: 122?2

Experimental Properties

  • Density: 1.2±0.1 g/cm3
  • Melting Point: NA
  • Boiling Point: 464.4±45.0 °C at 760 mmHg
  • Vapor Pressure: 0.0±2.6 mmHg at 25°C

N6-(1,1-Dimethylethoxy)carbonyl-5-hydroxy-lysine Security Information

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Additional information on N6-(1,1-Dimethylethoxy)carbonyl-5-hydroxy-lysine

Professional Introduction to N6-(1,1-Dimethylethoxy)carbonyl-5-hydroxy-lysine (CAS No. 305820-28-4)

N6-(1,1-Dimethylethoxy)carbonyl-5-hydroxy-lysine (CAS No. 305820-28-4) is a specialized chemical compound that has garnered significant attention in the field of pharmaceutical research and biotechnology. This compound, characterized by its unique structural properties, plays a crucial role in the synthesis of various bioactive molecules and has been extensively studied for its potential applications in drug development.

The molecular structure of N6-(1,1-Dimethylethoxy)carbonyl-5-hydroxy-lysine incorporates a 1,1-Dimethylethoxy group, which is a protective group commonly used in peptide synthesis to shield the amino group during chemical reactions. This feature makes the compound particularly valuable in the field of medicinal chemistry, where precise control over reaction pathways is essential for the successful synthesis of complex biomolecules.

The presence of the carbonyl group in the molecule further enhances its utility in synthetic chemistry. Carbonyl groups are known for their reactivity and ability to participate in various organic transformations, making them indispensable in the construction of more complex molecular architectures. In particular, the combination of the carbonyl and hydroxyl functional groups in N6-(1,1-Dimethylethoxy)carbonyl-5-hydroxy-lysine provides a versatile platform for further chemical modifications and functionalization.

In recent years, N6-(1,1-Dimethylethoxy)carbonyl-5-hydroxy-lysine has been explored in several cutting-edge research projects aimed at developing novel therapeutic agents. One notable area of investigation involves its use as a precursor in the synthesis of peptide-based drugs. Peptides have emerged as a promising class of therapeutic molecules due to their specificity and biocompatibility. The protective nature of the 1,1-Dimethylethoxy group allows for selective modification of other functional groups within the peptide chain, enabling researchers to fine-tune the properties of these molecules for targeted therapeutic applications.

Furthermore, N6-(1,1-Dimethylethoxy)carbonyl-5-hydroxy-lysine has been studied for its potential role in enhancing the stability and bioavailability of drug candidates. The hydroxyl group present in the molecule can form hydrogen bonds with other biomolecules, which can improve the solubility and interactions of drugs with biological targets. This property is particularly important for oral formulations, where poor solubility can significantly reduce the efficacy of a drug.

The compound's structural features also make it a valuable tool in computational chemistry and molecular modeling studies. These studies are essential for understanding the interactions between drug candidates and their biological targets at a molecular level. By leveraging computational methods, researchers can predict the binding affinity and mechanism of action of potential drugs, thereby accelerating the drug discovery process.

In addition to its pharmaceutical applications, N6-(1,1-Dimethylethoxy)carbonyl-5-hydroxy-lysine has shown promise in materials science and biotechnology. Its ability to undergo controlled chemical modifications makes it a suitable candidate for developing novel biomaterials with tailored properties. For instance, researchers have explored its use in creating hydrogels with enhanced mechanical strength and biocompatibility, which could be used in tissue engineering and regenerative medicine.

The synthesis of N6-(1,1-Dimethylethoxy)carbonyl-5-hydroxy-lysine involves multi-step organic reactions that require precise control over reaction conditions. The use of high-purity reagents and advanced synthetic techniques is essential to ensure the quality and yield of the final product. Recent advancements in synthetic methodologies have enabled more efficient and scalable production processes for this compound, making it more accessible for research applications.

The growing interest in N6-(1,1-Dimethylethoxy)carbonyl-5-hydroxy-lysine underscores its significance as a building block in modern chemistry and pharmaceutical science. As research continues to uncover new applications for this compound, its importance is likely to grow further. The ability to precisely modify its structure opens up endless possibilities for developing innovative solutions across various scientific disciplines.

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