Agrochemical and Food-Related Applications

2 An Example Synthesis of a Primary Amide/Ester Library as a Source of Herbicidal Compounds 

Parlow and Normansell (118) reported the synthesis of a pool library L17 of amides and esters in solution, made of around 8000 members, and its screening as a source of 

Mj primary and secondary alkyl amines, anilines, primary alcohols 

A solid-supported reagent, 9.67, was used to activate the monomer set Mi (60 carboxylic acids, step a. Fig. 9.28) added to the solid support as 6 mixtures of 10 representatives. The activated ester pools 9.68 were reacted with the monomer set M2 (amines and primary alcohols, step b. Fig. 9.28) and the library L17 was recovered, after filtration, as a set of 10-member pools with yields varying from 60 to 90% (mass recovery). Screening and deconvolution produced 9.69, an active compound of interest (Fig. 9.28, bottom). Its structure made it suitable for further optimization via focused library efforts, while its similarity to known bleachers also pointed toward a specific mechanism of action (118). No further efforts were reported by the authors. 

---