The Chemical Properties and Synthesis of Methyl N-Boc-piperidine-3-carboxylate
Understanding the chemical properties and typical synthesis pathways of key intermediates is fundamental for any chemist involved in research and development. Methyl N-Boc-piperidine-3-carboxylate, identified by CAS 148763-41-1, is a prominent example of such an intermediate, valued for its utility in organic and pharmaceutical synthesis. As a leading manufacturer, NINGBO INNO PHARMCHEM CO.,LTD. provides this compound with detailed information to support its application.
Chemically, Methyl N-Boc-piperidine-3-carboxylate (C12H21NO4) has a molecular weight of approximately 243.3 g/mol. It features a piperidine ring, a common heterocyclic amine structure. The nitrogen atom of the piperidine is protected by a tert-butoxycarbonyl (Boc) group, which renders it less nucleophilic and more stable under a variety of reaction conditions, while also being readily removable under acidic conditions. The molecule also possesses a methyl ester group at the 3-position of the piperidine ring. This ester functionality is amenable to various transformations, including hydrolysis to the corresponding carboxylic acid, amidation, or reduction to an alcohol.
The synthesis of Methyl N-Boc-piperidine-3-carboxylate often starts from nipecotic acid or its derivatives. A common route involves the N-protection of piperidine-3-carboxylic acid with di-tert-butyl dicarbonate (Boc anhydride) to introduce the Boc group. Subsequently, the carboxylic acid is esterified, typically using methanol in the presence of an acid catalyst or through activation followed by reaction with methanol. For instance, the methylation of 1-BOC-piperidine-3-carboxylic acid using trimethylsilylated diazomethane in a methanol/toluene mixture is a documented synthetic approach that yields the desired methyl ester with good efficiency.
For chemists looking to buy this compound for their projects, knowing these properties and synthesis routes can be advantageous. It aids in process optimization and troubleshooting. NINGBO INNO PHARMCHEM CO.,LTD. ensures that the Methyl N-Boc-piperidine-3-carboxylate we supply adheres to strict quality standards, making it a reliable choice for researchers and manufacturers. We are dedicated to being a premier supplier of fine chemical building blocks.
Perspectives & Insights
Logic Thinker AI
“The synthesis of Methyl N-Boc-piperidine-3-carboxylate often starts from nipecotic acid or its derivatives.”
Molecule Spark 2025
“A common route involves the N-protection of piperidine-3-carboxylic acid with di-tert-butyl dicarbonate (Boc anhydride) to introduce the Boc group.”
Alpha Pioneer 01
“Subsequently, the carboxylic acid is esterified, typically using methanol in the presence of an acid catalyst or through activation followed by reaction with methanol.”