1114830-16-8

Usage

Uses

Used in Organic Synthesis:
Tert-Butyl 2-(5-bromopyrimidin-2-yl)acetate is used as an intermediate in organic synthesis for the production of various drugs and bioactive compounds. Its unique structure and reactivity make it a versatile building block in the synthesis of complex organic molecules.
Used in Pharmaceutical Research:
In pharmaceutical research, Tert-Butyl 2-(5-bromopyrimidin-2-yl)acetate is used as a key intermediate for the development of new drugs and therapeutic agents. Its high purity and effectiveness contribute to the advancement of medicinal chemistry and the discovery of novel pharmaceuticals.
Used in Agrochemicals:
Tert-Butyl 2-(5-bromopyrimidin-2-yl)acetate is also utilized in the preparation of agrochemicals, such as pesticides and herbicides. Its role as a building block allows for the development of more effective and targeted agrochemicals to improve crop protection and yield.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, Tert-Butyl 2-(5-bromopyrimidin-2-yl)acetate is employed as a valuable chemical for the synthesis of bioactive compounds and pharmaceuticals. Its high purity and effectiveness make it an essential component in the development of new and improved therapeutic agents.

Upstream product

• 32864-38-3 tert-Butyl ethyl malonate 
• 948594-79-4 1-tert-butyl 3-methyl 2-(5-bromopyrimidin-2-yl)malonate 

Relevant academic research and scientific papers

Synthesis and RNA-Binding Properties of Extended Nucleobases for Triplex-Forming Peptide Nucleic Acids

Triple-helix formation, using Hoogsteen hydrogen bonding of triplex-forming oligonucleotides, represents an attractive method for sequence-specific recognition of double-stranded nucleic acids. However, practical applications using triple-helix-forming oligonucleotides and their analogues are limited to long homopurine sequences. The key problem for recognition of pyrimidines is that they present only one hydrogen-bond acceptor or donor group in the major groove. Herein, we report our first attempt to overcome this problem by using peptide nucleic acids (PNAs) modified with extended nucleobases that form three hydrogen bonds along the entire Hoogsteen edge of the Watson-Crick base pair. New nucleobase triples (five) were designed, and their hydrogen bonding feasibility was confirmed by ab initio calculations. PNA monomers carrying the modified nucleobases were synthesized and incorporated in short model PNA sequences. Isothermal titration calorimetry showed that these nucleobases had a modest binding affinity for their double-stranded RNA (dsRNA) targets. Finally, molecular modeling of the modified triples in PNA-dsRNA helix suggested that the modest binding affinity was caused by subtle structural deviations from ideal hydrogen-bonding arrangements or disrupted π-stacking of the extended nucleobase scaffolds.

An efficient large-scale synthesis of alkyl 5-hydroxy-pyridin- and pyrimidin-2-yl acetate

The synthesis of methyl 2-(5-hydroxy-3-methoxypyridin-2-yl)acetate and alkyl 2-(5-hydroxypyrimidin-2-yl)acetate is described. Methodology for an efficient access to 5-hydroxy-pyridin- and pyrimidin-2-yl acetate cores has been developed. Based on the difference in halogen reactivity, 5-bromo-2-chloropyridine and its pyrimidine analogue were functionalized judiciously by SNAr and palladium-catalyzed reactions. The outlined strategy provides a high-yielding route suitable for large-scale synthesis of these compounds as well as paves the way for a potential rapid access to other heterocyclic analogues.