Methyl 4-(bromomethyl)-3-methoxybenzoate, identified by CAS number 70264-94-7, is a chemical compound of significant interest in organic synthesis and pharmaceutical development. Its molecular structure, featuring an aromatic ring substituted with a methoxy group, a carboxylate ester, and a reactive bromomethyl moiety, makes it a versatile intermediate for a wide range of chemical transformations. Understanding its synthesis and applications is key for researchers and manufacturers in the fine chemical industry.

The synthesis of Methyl 4-(bromomethyl)-3-methoxybenzoate typically involves the bromination of a precursor such as methyl 3-methoxy-4-methylbenzoate. This reaction often employs brominating agents like N-bromosuccinimide (NBS) in the presence of a radical initiator, such as AIBN (azobisisobutyronitrile) or benzoyl peroxide, under reflux conditions, often in an inert solvent like carbon tetrachloride. The precise control of reaction parameters is crucial for achieving high yields and purity, ensuring the compound meets the stringent requirements for its use as a chemical synthesis building block. For those looking to buy methyl 4-bromo-3-methoxybenzoate, understanding these synthesis details can inform supplier selection.

The primary applications of this compound lie in its role as a vital intermediate for the synthesis of pharmaceuticals. Notably, it is used in the preparation of HIV entry inhibitors, which are critical in managing HIV infection by preventing the virus from entering host cells. Additionally, it serves as a precursor for steroid 5α-reductase inhibitors, important in treating conditions influenced by androgen levels. The reliability and consistency of the methyl 4-(bromomethyl)-3-methoxybenzoate synthesis directly impact the development and efficacy of these therapeutic agents. The demand for high purity methyl 4-bromo-3-methoxybenzoate in these fields is substantial.

As a versatile pharmaceutical intermediate methyl 4-bromo-3-methoxybenzoate, it also finds utility in academic research for developing new methodologies and exploring novel organic compounds. Its reactive bromomethyl group can be readily functionalized through nucleophilic substitution reactions, allowing for the introduction of various side chains and functional groups. This makes it an attractive starting material for creating libraries of compounds for screening or for designing specialized materials with unique properties.

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