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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acid esters
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Benzoic acid esters

Methyl 3-(((tert-butoxycarbonyl)amino)methyl)benzoate (CAS No. 180863-55-2): A Comprehensive Overview

Methyl 3-(((tert-butoxycarbonyl)amino)methyl)benzoate (CAS No. 180863-55-2) is a specialized organic compound widely used in pharmaceutical and chemical research. This ester derivative, featuring a tert-butoxycarbonyl (Boc) protecting group, plays a critical role in peptide synthesis and drug development. Its unique structure combines a benzoate ester with an N-Boc-protected aminomethyl moiety, making it a versatile intermediate in organic chemistry.

The compound's molecular formula is C₁₄H₁₉NO₄, with a molecular weight of 265.31 g/mol. Researchers value Methyl 3-(((tert-butoxycarbonyl)amino)methyl)benzoate for its stability and reactivity, particularly in solid-phase peptide synthesis (SPPS) and other amide bond formation reactions. The Boc group serves as a temporary protecting group for amines, which can be selectively removed under acidic conditions without affecting other functional groups.

In recent years, the demand for Boc-protected amino acid derivatives like Methyl 3-(((tert-butoxycarbonyl)amino)methyl)benzoate has surged due to growing interest in peptide-based therapeutics. The pharmaceutical industry is increasingly focusing on targeted drug delivery systems and bioconjugation techniques, where such intermediates prove invaluable. Researchers frequently search for "Boc-protected building blocks for drug discovery" or "amine protection strategies in organic synthesis," reflecting the compound's relevance in modern chemistry.

The synthesis of Methyl 3-(((tert-butoxycarbonyl)amino)methyl)benzoate typically involves the esterification of 3-(aminomethyl)benzoic acid followed by Boc protection of the amine group. This two-step process yields a stable, crystalline product suitable for various applications. The compound's melting point ranges between 80-85°C, and it exhibits good solubility in common organic solvents like dichloromethane (DCM), tetrahydrofuran (THF), and dimethylformamide (DMF).

From a market perspective, Methyl 3-(((tert-butoxycarbonyl)amino)methyl)benzoate has gained attention as a key intermediate in the production of various biologically active compounds. The global peptide synthesis market, valued at over $500 million, continues to grow at a steady pace, driven by advancements in cancer research and neurological disorder treatments. Many researchers inquire about "where to buy Boc-protected amino acid derivatives" or "reliable suppliers of peptide synthesis intermediates," indicating strong commercial interest.

In medicinal chemistry, this compound serves as a valuable building block for creating drug candidates with improved pharmacokinetic properties. The Boc group allows for selective deprotection, enabling the sequential assembly of complex molecules. Recent studies have explored its use in developing enzyme inhibitors and receptor modulators, particularly in GPCR-targeted therapies - a hot topic in current pharmaceutical research.

The storage and handling of Methyl 3-(((tert-butoxycarbonyl)amino)methyl)benzoate require standard laboratory precautions. It should be kept in a cool, dry place, protected from moisture and strong acids that might prematurely remove the Boc protecting group. While not classified as hazardous, proper personal protective equipment (PPE) including gloves and safety glasses is recommended when working with this chemical.

From a regulatory standpoint, Methyl 3-(((tert-butoxycarbonyl)amino)methyl)benzoate is not subject to significant restrictions, making it accessible for research purposes worldwide. However, researchers should always consult their local regulations regarding the import and use of chemical substances. The compound's Safety Data Sheet (SDS) provides comprehensive information about its properties and handling requirements.

Looking ahead, the applications of Methyl 3-(((tert-butoxycarbonyl)amino)methyl)benzoate are expected to expand further as peptide-based drugs gain more traction in the pharmaceutical industry. With increasing interest in personalized medicine and targeted therapies, the demand for specialized intermediates like this compound will likely continue to grow. Researchers are particularly interested in its potential for creating drug conjugates and prodrug systems that can improve therapeutic outcomes.

In conclusion, Methyl 3-(((tert-butoxycarbonyl)amino)methyl)benzoate (CAS No. 180863-55-2) represents an important tool in modern organic and medicinal chemistry. Its versatility as a protected amino acid derivative, combined with its stability and reactivity, makes it indispensable for researchers working in peptide synthesis, drug discovery, and bioconjugation chemistry. As the pharmaceutical industry continues to evolve, compounds like this will remain at the forefront of innovative therapeutic development.

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