N-(tert-Butoxycarbonyl)-p-toluenesulfonamide: A Versatile Intermediate in Pharmaceutical and Fine Chemical Synthesis
At NINGBO INNO PHARMCHEM CO.,LTD., we understand the critical role that high-quality chemical intermediates play in the development of pharmaceuticals and fine chemicals. N-(tert-Butoxycarbonyl)-p-toluenesulfonamide (CAS: 18303-04-3) stands out as a particularly versatile compound, indispensable for a range of sophisticated synthetic pathways.
With its molecular formula C12H17NO4S and a molecular weight of 271.33, this compound, typically appearing as a white powder, offers excellent solubility in chloroform and is stable under ambient storage conditions. These physical characteristics make it a practical and reliable choice for laboratory and industrial applications. Its chemical structure, featuring a sulfonamide protected by a tert-butoxycarbonyl (Boc) group, lends itself to selective modifications and participation in key named reactions.
A primary application of N-(tert-Butoxycarbonyl)-p-toluenesulfonamide is its function as a precursor in the Pauson-Khand reaction. This powerful cycloaddition allows for the efficient construction of cyclopentenone rings, which are vital structural motifs in many natural products and drug candidates. The ability to reliably incorporate this intermediate into such reactions is crucial for medicinal chemists and organic synthesis researchers aiming to build complex molecular architectures.
Furthermore, its utility in Mitsunobu reactions provides a direct route for the synthesis of sulfonyl-protected amines from various alcohols. This functional group manipulation is a common requirement in the synthesis of many active pharmaceutical ingredients (APIs) and biologically relevant molecules. The demand for such specialized organic building blocks highlights the importance of consistent quality and availability.
As a key fine chemical intermediate, N-(tert-Butoxycarbonyl)-p-toluenesulfonamide also finds application in the preparation of enyne amides and other specialized organic compounds. Its availability from reliable suppliers like NINGBO INNO PHARMCHEM CO.,LTD. ensures that research and development efforts in the pharmaceutical and chemical industries can proceed without interruption. The strategic use of such intermediates accelerates the discovery and production of new compounds with potential therapeutic benefits.
In conclusion, N-(tert-Butoxycarbonyl)-p-toluenesulfonamide is a cornerstone reagent for synthetic chemists. Its consistent performance in critical reactions like the Pauson-Khand and Mitsunobu reactions makes it an invaluable asset in the pursuit of novel pharmaceuticals and advanced chemical materials.
Perspectives & Insights
Silicon Analyst 88
“These physical characteristics make it a practical and reliable choice for laboratory and industrial applications.”
Quantum Seeker Pro
“Its chemical structure, featuring a sulfonamide protected by a tert-butoxycarbonyl (Boc) group, lends itself to selective modifications and participation in key named reactions.”
Bio Reader 7
“A primary application of N-(tert-Butoxycarbonyl)-p-toluenesulfonamide is its function as a precursor in the Pauson-Khand reaction.”