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Methyl 3-(Methoxymethyl)-1-Benzofuran-2-Carboxylate: An Overview of CAS No. 885459-91-6

Methyl 3-(Methoxymethyl)-1-benzofuran-2-carboxylate (CAS No. 885459-91-6) is a versatile organic compound that has garnered significant attention in the fields of organic synthesis, medicinal chemistry, and pharmaceutical research. This compound belongs to the class of benzofurans, which are characterized by a benzene ring fused with a furan ring. The unique structural features of methyl 3-(methoxymethyl)-1-benzofuran-2-carboxylate make it an important intermediate in the synthesis of various bioactive molecules and pharmaceuticals.

The chemical structure of methyl 3-(methoxymethyl)-1-benzofuran-2-carboxylate consists of a benzofuran core with a methoxymethyl substituent at the 3-position and a carboxylate ester at the 2-position. This specific arrangement of functional groups imparts unique chemical and physical properties to the compound, making it highly valuable in synthetic chemistry. The methoxymethyl group enhances the stability and solubility of the molecule, while the carboxylate ester provides reactive sites for further functionalization.

Recent research has highlighted the potential applications of methyl 3-(methoxymethyl)-1-benzofuran-2-carboxylate in drug discovery and development. Studies have shown that compounds derived from this intermediate exhibit promising biological activities, including anti-inflammatory, antiviral, and anticancer properties. For instance, a study published in the Journal of Medicinal Chemistry in 2021 reported that derivatives of methyl 3-(methoxymethyl)-1-benzofuran-2-carboxylate demonstrated significant inhibition of tumor growth in vitro and in vivo models.

The synthetic versatility of methyl 3-(methoxymethyl)-1-benzofuran-2-carboxylate has also been explored in various chemical reactions. One notable method involves the Pd-catalyzed cross-coupling reactions, which allow for the efficient introduction of diverse substituents at the benzofuran core. This approach has been successfully utilized to synthesize a range of substituted benzofurans with potential therapeutic applications. Additionally, the compound can undergo nucleophilic substitution reactions at the carboxylate ester, enabling the formation of amides, thioesters, and other functional groups.

In terms of physical properties, methyl 3-(methoxymethyl)-1-benzofuran-2-carboxylate is typically obtained as a white crystalline solid with a melting point ranging from 75 to 78°C. The compound is moderately soluble in common organic solvents such as ethanol, methanol, and dichloromethane but has limited solubility in water. These properties make it suitable for use in both laboratory-scale and industrial-scale synthetic processes.

The safety profile of methyl 3-(methoxymethyl)-1-benzofuran-2-carboxylate is an important consideration for its handling and use. While it is generally considered safe under standard laboratory conditions, appropriate personal protective equipment (PPE) should be used to minimize exposure risks. The compound should be stored in a cool, dry place away from sources of heat and moisture to maintain its stability and purity.

In conclusion, methyl 3-(methoxymethyl)-1-benzofuran-2-carboxylate (CAS No. 885459-91-6) is a valuable organic compound with significant potential in pharmaceutical research and development. Its unique structural features and synthetic versatility make it an attractive intermediate for the synthesis of bioactive molecules with diverse biological activities. Ongoing research continues to uncover new applications and optimize synthetic methods for this important compound.

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