Cas no 914349-71-6 (Methyl 5-bromo-2-{(tert-butoxy)carbonylamino}-1,3-thiazole-4-carboxylate)

Methyl 5-bromo-2-{(tert-butoxy)carbonylamino}-1,3-thiazole-4-carboxylate is a versatile intermediate in organic synthesis, particularly in the preparation of functionalized thiazole derivatives. The presence of both a bromo substituent and a Boc-protected amino group enhances its utility in cross-coupling reactions and further derivatization. The methyl ester moiety offers additional reactivity for hydrolysis or transesterification, making it a valuable building block for pharmaceutical and agrochemical applications. Its stability under standard conditions ensures ease of handling and storage. This compound is particularly useful in medicinal chemistry for constructing heterocyclic scaffolds with potential biological activity. The tert-butoxycarbonyl (Boc) group provides selective deprotection options, enabling controlled synthetic pathways.
Methyl 5-bromo-2-{(tert-butoxy)carbonylamino}-1,3-thiazole-4-carboxylate structure
914349-71-6 structure
Product Name:Methyl 5-bromo-2-{(tert-butoxy)carbonylamino}-1,3-thiazole-4-carboxylate
CAS No:914349-71-6
MF:C10H13BrN2O4S
MW:337.190220594406
MDL:MFCD07782035
CID:796659
Update Time:2025-11-02

Methyl 5-bromo-2-{(tert-butoxy)carbonylamino}-1,3-thiazole-4-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl N-Boc-2-amino-5-bromothiazole-4-carboxylate
    • 4-Thiazolecarboxylicacid, 5-bromo-2-[[(1,1-dimethylethoxy)carbonyl]amino]-, methyl ester
    • Methyl 5-bromo-2-((tert-butoxycarbonyl)amino)thiazole-4-carboxylate
    • Methyl N-Boc-2-amnio-5-bromothiazole-4-carboxylate
    • 5-Bromo-2-tert-butoxycarbonylaminothiazole-4-carboxylic acid methyl ester
    • methyl 5-bromo-2-(tert-butoxycarbonylamino)thiazole-4-carboxylate
    • methyl 5-bromo-2-{[(tert-butoxy)carbonyl]amino}-1,3-thiazole-4-carboxylate
    • METHYL 5-BROMO-2-([(TERT-BUTOXY)CARBONYL]AMINO)-1,3-THIAZOLE-4-CARBOXYLATE
    • PubChem8910
    • C10H13BrN2O4S
    • methyl 5-bromo-2-[(tert-butoxycarbonyl)amin
    • Methyl 5-bromo-2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-thiazolecarboxylate (ACI)
    • 5-Bromo-2-[(tert-butoxycarbonyl)amino]thiazole-4-carboxylic acid methyl ester
    • Methyl 5-bromo-2-{(tert-butoxy)carbonylamino}-1,3-thiazole-4-carboxylate
    • MDL: MFCD07782035
    • Inchi: 1S/C10H13BrN2O4S/c1-10(2,3)17-9(15)13-8-12-5(6(11)18-8)7(14)16-4/h1-4H3,(H,12,13,15)
    • InChI Key: BUOGHUPVVLMNNM-UHFFFAOYSA-N
    • SMILES: O=C(NC1SC(Br)=C(C(OC)=O)N=1)OC(C)(C)C

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 5
  • Complexity: 334
  • Topological Polar Surface Area: 106

Methyl 5-bromo-2-{(tert-butoxy)carbonylamino}-1,3-thiazole-4-carboxylate Pricemore >>

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Additional information on Methyl 5-bromo-2-{(tert-butoxy)carbonylamino}-1,3-thiazole-4-carboxylate

Comprehensive Guide to Methyl 5-bromo-2-{(tert-butoxy)carbonylamino}-1,3-thiazole-4-carboxylate (CAS No. 914349-71-6)

Methyl 5-bromo-2-{(tert-butoxy)carbonylamino}-1,3-thiazole-4-carboxylate (CAS No. 914349-71-6) is a specialized organic compound widely used in pharmaceutical research and fine chemical synthesis. This brominated thiazole derivative plays a crucial role in modern medicinal chemistry, particularly in the development of novel drug candidates. With the increasing demand for heterocyclic compounds in drug discovery, this molecule has gained significant attention from researchers and industry professionals alike.

The compound features a unique molecular structure combining a brominated thiazole core with tert-butoxycarbonyl (Boc) protection and a methyl ester functional group. This combination makes it an excellent building block for synthesizing more complex molecules. Recent trends in pharmaceutical chemistry highlight the importance of such intermediates, especially in the development of kinase inhibitors and antimicrobial agents, which are currently hot topics in drug research.

From a synthetic chemistry perspective, Methyl 5-bromo-2-{(tert-butoxy)carbonylamino}-1,3-thiazole-4-carboxylate offers several advantages. The Boc-protected amino group provides stability during synthetic transformations while allowing for selective deprotection when needed. The bromo substituent at the 5-position serves as an excellent site for further functionalization through various cross-coupling reactions, making this compound particularly valuable in combinatorial chemistry approaches.

In the context of current pharmaceutical research, this compound finds applications in several cutting-edge areas. Scientists are particularly interested in its potential for creating new antibiotic candidates, given the global concern about antimicrobial resistance. The thiazole moiety is known to exhibit various biological activities, and its modification through compounds like 914349-71-6 could lead to breakthrough medications. Additionally, the COVID-19 pandemic has increased interest in broad-spectrum antiviral agents, where such heterocyclic building blocks may play a role.

The market for pharmaceutical intermediates like Methyl 5-bromo-2-{(tert-butoxy)carbonylamino}-1,3-thiazole-4-carboxylate has been growing steadily. With pharmaceutical companies investing heavily in new drug development, the demand for high-quality, specialized building blocks continues to rise. This trend is reflected in the increasing number of scientific publications and patents mentioning this compound and its derivatives.

From a technical standpoint, researchers often search for information about the synthetic route of 914349-71-6, its purification methods, and storage conditions. The compound typically appears as a white to off-white crystalline powder and requires storage at 2-8°C in a dry environment. Its molecular weight is 333.19 g/mol, and it shows good solubility in common organic solvents like DMSO, DMF, and dichloromethane, which are important considerations for laboratory applications.

Quality control is paramount when working with Methyl 5-bromo-2-{(tert-butoxy)carbonylamino}-1,3-thiazole-4-carboxylate. Reputable suppliers provide comprehensive analytical data including HPLC purity, NMR spectra, and mass spectrometry results. Researchers should always verify these specifications, especially when the compound will be used in sensitive biological assays or as part of multi-step synthetic routes.

The future prospects for this compound appear promising. As drug discovery moves toward more targeted therapies and personalized medicine, the need for versatile building blocks like 914349-71-6 will likely increase. Its combination of protective groups, reactive sites, and heterocyclic core makes it adaptable to various medicinal chemistry strategies. Furthermore, the growing field of bioorthogonal chemistry may find applications for such carefully functionalized molecules.

For laboratories considering working with Methyl 5-bromo-2-{(tert-butoxy)carbonylamino}-1,3-thiazole-4-carboxylate, it's important to note that while the compound itself isn't classified as hazardous, standard laboratory safety protocols should always be followed. Proper personal protective equipment, including gloves and safety glasses, should be worn when handling this material, as with all laboratory chemicals.

In conclusion, Methyl 5-bromo-2-{(tert-butoxy)carbonylamino}-1,3-thiazole-4-carboxylate (CAS No. 914349-71-6) represents an important tool in modern pharmaceutical research. Its unique structural features and synthetic versatility make it valuable for medicinal chemists working on next-generation therapeutics. As the pharmaceutical industry continues to evolve, compounds like this will remain essential for developing innovative solutions to global health challenges.

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