Cas no 102210-86-6 (methyl 1-trityl-1H-imidazole-2-carboxylate)

Methyl 1-trityl-1H-imidazole-2-carboxylate is a protected imidazole derivative widely used in organic synthesis and pharmaceutical research. The trityl (triphenylmethyl) group serves as a robust protecting group for the imidazole nitrogen, enhancing stability and preventing unwanted side reactions during multi-step syntheses. The methyl ester functionality offers versatility for further derivatization, including hydrolysis or transesterification. This compound is particularly valuable in the preparation of imidazole-based scaffolds, which are key intermediates in medicinal chemistry. Its high purity and well-defined structure make it a reliable reagent for constructing complex heterocyclic systems. Suitable for controlled reactions, it is commonly employed in peptide modifications and nucleoside chemistry.
methyl 1-trityl-1H-imidazole-2-carboxylate structure
102210-86-6 structure
Product Name:methyl 1-trityl-1H-imidazole-2-carboxylate
CAS No:102210-86-6
MF:C24H20N2O2
MW:368.427805900574
CID:2109100
PubChem ID:13655992
Update Time:2025-11-02

methyl 1-trityl-1H-imidazole-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • methyl 1-trityl-1H-imidazole-2-carboxylate
    • DA-20063
    • 1-trityl-2-carbomethoxyimidazole
    • LGDOBQWOOIBGFF-UHFFFAOYSA-N
    • 102210-86-6
    • AKOS003369116
    • Methyl1-trityl-1H-imidazole-2-carboxylate
    • SCHEMBL1564248
    • 2-Carbomethoxy-1-tritylimidazole
    • MDL: MFCD07626312
    • Inchi: 1S/C24H20N2O2/c1-28-23(27)22-25-17-18-26(22)24(19-11-5-2-6-12-19,20-13-7-3-8-14-20)21-15-9-4-10-16-21/h2-18H,1H3
    • InChI Key: LGDOBQWOOIBGFF-UHFFFAOYSA-N
    • SMILES: O(C)C(C1=NC=CN1C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=O

Computed Properties

  • Exact Mass: 368.152477885Da
  • Monoisotopic Mass: 368.152477885Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 28
  • Rotatable Bond Count: 6
  • Complexity: 459
  • 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: 5
  • Topological Polar Surface Area: 44.1?2

methyl 1-trityl-1H-imidazole-2-carboxylate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Chemenu
CM484375-1g
Methyl 1-trityl-1H-imidazole-2-carboxylate
102210-86-6 95%
1g
$465 2023-01-05

Additional information on methyl 1-trityl-1H-imidazole-2-carboxylate

Methyl 1-Trityl-1H-Imidazole-2-Carboxylate (CAS No. 102210-86-6): A Comprehensive Overview

Methyl 1-trityl-1H-imidazole-2-carboxylate (CAS No. 102210-86-6) is a specialized organic compound that has garnered significant attention in the field of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique imidazole core and trityl protecting group, serves as a crucial intermediate in the synthesis of various biologically active molecules. Its molecular formula is C24H22N2O2, and it exhibits a molecular weight of 370.45 g/mol. The compound's structural features make it a valuable tool for researchers exploring heterocyclic chemistry and drug discovery.

The methyl 1-trityl-1H-imidazole-2-carboxylate is particularly notable for its role in the synthesis of imidazole-based pharmaceuticals, which are widely used in treatments for conditions such as hypertension, fungal infections, and inflammation. The trityl group in this compound acts as a protective moiety, ensuring the stability of the imidazole ring during complex synthetic procedures. This feature is especially important in multi-step reactions where selective protection and deprotection are required. Researchers often utilize this compound to develop novel small molecule inhibitors and enzyme modulators, making it a cornerstone in modern medicinal chemistry.

In recent years, the demand for methyl 1-trityl-1H-imidazole-2-carboxylate has surged due to its applications in high-throughput screening and combinatorial chemistry. These techniques are pivotal in accelerating drug discovery processes, particularly in the identification of potential therapeutics for emerging diseases. The compound's compatibility with various cross-coupling reactions and catalytic transformations further enhances its utility in synthetic laboratories. Additionally, its stability under a range of experimental conditions makes it a reliable choice for researchers working on structure-activity relationship (SAR) studies.

From a commercial perspective, methyl 1-trityl-1H-imidazole-2-carboxylate is available through specialized chemical suppliers who cater to the pharmaceutical and biotechnology industries. The compound is typically supplied as a white to off-white crystalline powder, with purity levels exceeding 95%. Its storage recommendations include keeping it in a cool, dry place, away from light and moisture, to maintain its integrity over time. Given its role in cutting-edge research, the compound is often featured in scientific publications and patents, highlighting its significance in advancing drug development and chemical synthesis.

The versatility of methyl 1-trityl-1H-imidazole-2-carboxylate extends beyond pharmaceuticals. It is also employed in the development of agrochemicals and material science applications. For instance, imidazole derivatives are known for their corrosion-inhibiting properties, making them valuable in coatings and industrial formulations. Furthermore, the compound's ability to act as a ligand in coordination chemistry opens doors for its use in catalysis and nanotechnology. These diverse applications underscore the compound's importance across multiple scientific disciplines.

In the context of green chemistry, researchers are increasingly exploring sustainable methods to synthesize methyl 1-trityl-1H-imidazole-2-carboxylate. Efforts include optimizing reaction conditions to minimize waste and reduce the use of hazardous reagents. Such initiatives align with global trends toward environmentally friendly practices in chemical manufacturing. The compound's potential for scalable synthesis further supports its adoption in industrial settings, where efficiency and sustainability are paramount.

For those seeking detailed technical information, methyl 1-trityl-1H-imidazole-2-carboxylate is often referenced in databases such as PubChem and Reaxys. These resources provide access to spectroscopic data, safety guidelines, and synthetic protocols, aiding researchers in their work. The compound's CAS number (102210-86-6) serves as a unique identifier, ensuring accurate retrieval of relevant literature and commercial listings. As the scientific community continues to explore its potential, methyl 1-trityl-1H-imidazole-2-carboxylate remains a key player in the advancement of chemical and pharmaceutical sciences.

In summary, methyl 1-trityl-1H-imidazole-2-carboxylate (CAS No. 102210-86-6) is a multifaceted compound with broad applications in drug discovery, agrochemicals, and material science. Its unique structural attributes and synthetic versatility make it indispensable for researchers and industries alike. As the demand for innovative chemical solutions grows, this compound is poised to play an even greater role in shaping the future of science and technology.

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