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  Muniyandi Sankaralingam,So Hyun Jeon,Yong-Min Lee,Mi Sook Seo,Wonwoo Nam Dalton Trans., 2016,45, 376-383
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolidines N-acylpyrrolidines

Comprehensive Overview of [1-(2-Chloro-acetyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester (CAS No. 1353953-20-4)

The compound [1-(2-Chloro-acetyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester (CAS No. 1353953-20-4) is a highly specialized chemical intermediate with significant applications in pharmaceutical research and organic synthesis. Its unique molecular structure, featuring a pyrrolidine ring and a tert-butyl ester group, makes it a valuable building block for the development of novel therapeutic agents. Researchers and manufacturers are increasingly interested in this compound due to its versatility in peptide coupling and prodrug design, aligning with current trends in targeted drug delivery and precision medicine.

In recent years, the demand for high-purity intermediates like [1-(2-Chloro-acetyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester has surged, driven by advancements in bioconjugation techniques and small-molecule drug discovery. This compound’s chloroacetyl moiety enables selective modifications, making it a key player in the synthesis of antibody-drug conjugates (ADCs), a hot topic in oncology research. Its CAS No. 1353953-20-4 is frequently searched in academic databases and patent filings, reflecting its growing importance in medicinal chemistry.

From a synthetic perspective, the tert-butyl carbamate (Boc) group in this compound offers excellent amine protection, a critical feature for multi-step organic reactions. This property is particularly relevant in the context of green chemistry, where researchers prioritize efficient protecting group strategies to minimize waste. The compound’s stability under acidic conditions also makes it suitable for solid-phase peptide synthesis (SPPS), addressing the pharmaceutical industry’s need for scalable and reproducible methodologies.

Another area of interest is the compound’s role in structure-activity relationship (SAR) studies. Its modular design allows medicinal chemists to explore variations in the pyrrolidin-3-yl scaffold, which is prevalent in GPCR-targeted drugs and enzyme inhibitors. With the rise of AI-driven drug design, computational chemists often use such intermediates to validate in silico predictions, bridging the gap between virtual screening and laboratory synthesis.

Quality control and analytical characterization of [1-(2-Chloro-acetyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester are critical for its application in regulated industries. Techniques like HPLC, NMR, and mass spectrometry are routinely employed to ensure batch-to-batch consistency. These protocols align with ICH guidelines, a frequently searched topic among quality assurance professionals, underscoring the compound’s relevance in GMP-compliant manufacturing.

Looking ahead, the compound’s potential extends to emerging fields such as proteolysis-targeting chimeras (PROTACs) and covalent inhibitors. Its electrophilic chloroacetyl group enables covalent binding to target proteins, a mechanism gaining traction in undruggable target research. This positions CAS No. 1353953-20-4 as a compound of enduring interest in both academic and industrial settings.

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