SiliaBond for Amide Coupling Reagents

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The amide bond is the defining molecular structure of proteins and peptides. In addition, a report estimates that as many as 25 % of all synthetic pharmaceutical drugs contain an amide group.¹
Therefore, there is an ongoing scientific endeavor to develop efficient amidation methodologies.²
Usually, the amide bond formation relies on the use of an excess of toxic coupling reagents such as carbodiimides or supernucleophiles. These chemicals produce a large amount of by-products, which tends to complicate the isolation and purification of the desired amide product.

The use of a reagent linked to an insoluble material has become a widely used tool since the introduction of the solid-phase synthesis concept.³
Solid-phase reagents are valuable for amide coupling with a carboxylic acid because they generate less unwanted side products.
Other advantages of using solid-supported reagents include improved stability, toxic chemical immobilization, the ability to run multiple transformations in a single pot and the flexibility to use batch reactions, microwave irradiation and flow chemistry.

¹ J. Comb. Chem., 1999, 1, 55
² Tetrahedron, 2005, 61, 10827
³J. Am Chem Soc., 1963, 85, 2149