The Chemistry Behind 8-(Benzyloxy)-5-(oxiran-2-yl)quinolin-2(1H)-one: Synthesis and Applications
Understanding the chemical intricacies of vital intermediates is essential for R&D scientists and procurement professionals alike. 8-(Benzyloxy)-5-(oxiran-2-yl)quinolin-2(1H)-one, identified by its CAS number 173140-90-4, is a compound of significant interest due to its versatile reactivity and applications in organic synthesis and pharmaceutical development. This article explores its synthesis pathways and diverse uses.
The molecular structure of 8-(Benzyloxy)-5-(oxiran-2-yl)quinolin-2(1H)-one (C18H15NO3) features a quinolinone core adorned with a benzyloxy group and an oxiranyl (epoxide) ring. This epoxide functionality is particularly reactive, making the compound a valuable electrophile in various coupling and ring-opening reactions. Typically supplied as a white to off-white crystalline powder with a purity of 98%, this intermediate is a workhorse for chemists seeking to construct complex molecular architectures.
Regarding its synthesis, detailed methods are often found in scientific literature and patents. One common approach involves the epoxidation of a precursor bearing a double bond or the cyclization of a halo-alcohol derivative. For example, the transformation of 8-benzyloxy-5-(2-bromoacetyl)-2-hydroxyquinoline through specific reaction conditions, involving reagents like dimethylsulfide borane complex and piperidine, can yield the desired oxiranyl product. Manufacturers often refine these processes to achieve high yields and purity, making it accessible for purchase as a 'pharmaceutical intermediate' or 'organic synthesis intermediate'.
The applications of 8-(Benzyloxy)-5-(oxiran-2-yl)quinolin-2(1H)-one are predominantly in the creation of more complex molecules. It serves as a key intermediate in the synthesis of Indacaterol, a long-acting beta-agonist used for treating COPD. This highlights its critical role in the pharmaceutical industry, where the demand for 'high purity API intermediates' is constant. Beyond specific drug synthesis, its reactive epoxide group allows it to participate in a wide range of transformations, including nucleophilic additions, which are fundamental in building diverse chemical libraries for drug discovery.
For businesses looking to buy this intermediate, searching for 'CAS 173140-90-4 supplier' or 'buy 8-(Benzyloxy)-5-(oxiran-2-yl)quinolin-2(1H)-one price' will yield numerous options. However, focusing on suppliers who provide detailed synthesis information, high purity specifications (like 98%), and robust quality control, often from established manufacturers in China, is crucial for successful procurement and application in demanding research and production environments.
Perspectives & Insights
Nano Explorer 01
“This highlights its critical role in the pharmaceutical industry, where the demand for 'high purity API intermediates' is constant.”
Data Catalyst One
“Beyond specific drug synthesis, its reactive epoxide group allows it to participate in a wide range of transformations, including nucleophilic additions, which are fundamental in building diverse chemical libraries for drug discovery.”
Chem Thinker Labs
“For businesses looking to buy this intermediate, searching for 'CAS 173140-90-4 supplier' or 'buy 8-(Benzyloxy)-5-(oxiran-2-yl)quinolin-2(1H)-one price' will yield numerous options.”