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3-Methoxypyridine-5-boronic acid pinacol ester CAS:445264-60-8

 

3-Methoxypyridine-5-boronic acid pinacol ester is an important boron-containing compound widely used in organic synthesis. This compound features a pyridine ring with a methoxy substituent and a boronic acid moiety that is protected as a pinacol ester. The pinacol ester form enhances the stability of the boron functionality, making it more suitable for various coupling reactions, particularly in Suzuki-Miyaura cross-coupling. It serves as a versatile building block for synthesizing complex molecules, including pharmaceuticals and agrochemicals, due to its ability to facilitate carbon-carbon bond formation and further functional transformations.


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Application and Effect:

3-Methoxypyridine-5-boronic acid pinacol ester plays a pivotal role in modern organic chemistry, especially within the realm of synthetic methodologies. Its unique structure combines a methoxy group on the pyridine ring with a boron atom in the form of a pinacol ester, which significantly enhances its reactivity and stability during chemical reactions. One of the most prominent applications of this compound is in facilitating Suzuki-Miyaura cross-coupling reactions. In these reactions, 3-methoxypyridine-5-boronic acid pinacol ester acts as a boronate reagent that can form carbon-carbon bonds with aryl or vinyl halides. This property is crucial for constructing diverse molecular architectures, which are often necessary in drug discovery and development. Compounds synthesized through this methodology have been shown to exhibit various biological activities, including anti-cancer properties, making them valuable candidates for pharmaceutical research. Moreover, the methoxy substituent on the pyridine contributes to the electronic properties of the compound, influencing its reactivity and solubility. This feature allows for a wider range of compatible solvents and conditions during reactions, improving yields and selectivity in desired products. In addition to pharmaceutical applications, 3-methoxypyridine-5-boronic acid pinacol ester is also significant in agrochemical synthesis. Its versatility allows chemists to modify the pyridine scaffold to develop novel herbicides and insecticides, enhancing agricultural productivity while minimizing adverse environmental impacts. Furthermore, this compound finds use in materials science, where its boron functionality can be harnessed to create advanced materials like polymers and nanomaterials. These materials may be incorporated into various applications, including drug delivery systems, sensors, and catalysts. In summary, 3-methoxypyridine-5-boronic acid pinacol ester is a valuable compound in organic synthesis, with far-reaching implications across pharmaceuticals, agrochemicals, and materials science. Its ability to facilitate key cross-coupling reactions and its tunable properties ensure that it will continue to be a cornerstone in the development of innovative chemical processes and products. Ongoing research into this compound and its derivatives may lead to new discoveries and advancements in multiple scientific disciplines.

Product Sample:

L-Arginine1
L-Arginine2

Product Packing:

L-Arginin3

Additional Information:

Composition C12H18BNO3
Assay 99%
Appearance white powder
CAS No.  445264-60-8
Packing Small and bulk
Shelf Life 2 years
Storage Store in cool and dry area
Certification ISO.

 


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