• 1. Enabling chloride salts for thermal energy storage: implications of salt purity?
  J. Matthew Kurley,Phillip W. Halstenberg,Abbey McAlister,Stephen Raiman,Richard T. Mayes RSC Adv., 2019,9, 25602-25608
• 2. Enabling stable MnO2 matrix for aqueous zinc-ion battery cathodes?
  Yiding Jiao,Liqun Kang,Jasper Berry-Gair,Kit McColl,Jianwei Li,Haobo Dong,Hao Jiang,Ryan Wang,Furio Corà,Dan J. L. Brett,Ivan P. Parkin J. Mater. Chem. A, 2020,8, 22075-22082
• 3. Dissociation of large gaseous serine clusters produces abundant protonated serine octamer
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• 4. Emerging investigators
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• 5. Dissolved oxygen sensor based on fluorescence quenching of oxygen-sensitive ruthenium complexes immobilized in sol–gel-derived porous silica coatings
  Analyst, 1996,121, 785-788

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Piperidines Piperidinecarboxylic acids
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Piperidines Piperidinecarboxylic acids and derivatives Piperidinecarboxylic acids

Introduction to 1-Piperidinecarboxylic acid, 4-isocyanato-, 1,1-dimethylethyl ester (CAS No. 320581-97-3)

1-Piperidinecarboxylic acid, 4-isocyanato-, 1,1-dimethylethyl ester, identified by the CAS number 320581-97-3, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the class of isocyanate esters, which are widely recognized for their versatile applications in the synthesis of biologically active molecules. The structural features of this compound, particularly the presence of a piperidine ring and an isocyanato functional group, make it a valuable intermediate in the development of novel therapeutic agents.

The piperidine ring is a six-membered heterocyclic aromatic structure that contains one nitrogen atom. This nitrogen atom can form hydrogen bonds and interact with biological targets, making piperidine derivatives highly attractive for drug design. In particular, modifications at the 4-position of the piperidine ring can significantly influence the pharmacological properties of the resulting compounds. The isocyanato group (-NCO), on the other hand, is a highly reactive moiety that can undergo various chemical transformations, including nucleophilic addition reactions, to form amides, ureas, and other functional groups. These properties make 1-Piperidinecarboxylic acid, 4-isocyanato-, 1,1-dimethylethyl ester a powerful tool in synthetic chemistry.

The 1,1-dimethylethyl ester group at the carboxylic acid position provides additional stability to the molecule and influences its solubility and reactivity. This ester functionality can be hydrolyzed back to the carboxylic acid under appropriate conditions, allowing for further chemical modifications. The combination of these structural elements makes this compound a versatile building block for drug discovery and development.

In recent years, there has been growing interest in the use of isocyanate esters as key intermediates in the synthesis of bioactive molecules. The reactivity of the isocyanato group allows for efficient coupling with amines to form amides, which are crucial structural motifs in many drugs. For instance, amides derived from piperidine carboxylic acids have shown promise in treating various diseases, including neurological disorders and infections. The compound 1-Piperidinecarboxylic acid, 4-isocyanato-, 1,1-dimethylethyl ester can be used to generate such amides by reacting with appropriate amine sources.

One of the most compelling applications of this compound is in the development of peptidomimetics. Peptidomimetics are designed to mimic the biological activity of natural peptides but with improved pharmacokinetic properties. The ability to introduce specific functional groups at the 4-position of the piperidine ring allows for fine-tuning of peptide mimetics to enhance their binding affinity and selectivity. This has been particularly useful in targeting enzymes involved in inflammatory pathways and cancer metabolism.

Recent advancements in computational chemistry have further enhanced the utility of 1-Piperidinecarboxylic acid, 4-isocyanato-, 1,1-dimethylethyl ester. Molecular modeling studies have shown that this compound can interact with biological targets through multiple binding modes, providing opportunities for designing drugs with enhanced efficacy and reduced side effects. These studies have also highlighted the importance of optimizing steric and electronic properties to improve drug-like characteristics.

The synthesis of this compound typically involves multi-step organic reactions starting from commercially available precursors. Key steps include halogenation followed by nucleophilic substitution to introduce the isocyanato group. Careful control of reaction conditions is essential to ensure high yield and purity. Purification techniques such as column chromatography are often employed to isolate the desired product.

Industrial-scale production requires careful consideration of safety protocols due to the reactive nature of isocyanates. Proper handling procedures must be followed to prevent exposure to moisture and air, which can lead to decomposition or hazardous reactions. Despite these challenges, 1-Piperidinecarboxylic acid, 4-isocyanato-, 1,1-dimethylethyl ester remains a valuable intermediate in pharmaceutical manufacturing.

The growing demand for innovative therapeutic agents has spurred research into new synthetic methodologies for this compound. Catalytic approaches have been explored to improve reaction efficiency and reduce waste generation. These efforts align with broader trends in green chemistry aimed at sustainable drug development.

In conclusion,1-Piperidinecarboxylic acid, 4-isocyanato-, 1,1-dimethylethyl ester (CAS No. 320581-97-3) is a multifaceted compound with significant potential in pharmaceutical research and drug development. Its unique structural features make it an excellent candidate for generating biologically active molecules through diverse chemical transformations. As research continues to uncover new applications for this compound, its importance in medicinal chemistry is expected to grow further.

• 872850-48-1(1-Piperidinecarboxylic acid, 4-isocyanato-4-methyl-, 1,1-dimethylethylester)
• 2649023-35-6(Tert-butyl 4-(1-isocyanatoethyl)piperidine-1-carboxylate)
• 2649057-05-4(Tert-butyl 3-(1-isocyanatoethyl)piperidine-1-carboxylate)
• 189321-64-0(tert-butyl 3-isocyanatopiperidine-1-carboxylate)
• 2648995-07-5(tert-butyl 3-(2-isocyanatopropan-2-yl)piperidine-1-carboxylate)
• 1343620-34-7(ethyl 4-isocyanatopiperidine-1-carboxylate)
• 2649081-23-0(Tert-butyl 4-isocyanato-3-methylpiperidine-1-carboxylate)
• 2649047-44-7(Tert-butyl 3-(isocyanatomethyl)piperidine-1-carboxylate)
• 2649060-15-9(Tert-butyl 3-(3-isocyanatopropyl)piperidine-1-carboxylate)
• 2649070-53-9(tert-butyl 4-(3-isocyanatobutyl)piperazine-1-carboxylate)