The preparation of amine and guanidine derivatives of phenylalaninamide and tryptophanamide as well as benzylamines from BAL, Rink‐MBHA, and Rink resins has been performed. Cleavage of the target compound gave significant amounts of byproducts compounds in which the linker moiety was attached to the target unit. This side reaction can be avoided when the solid supports are prepared by anchoring the corresponding linker to an aminomethyl resin.
Synthesis and applications of two new nonacid degradable linkers as an alternative to the Wang linker for solid-phase synthesis are described. Resin from linker 2 looks superior to linker 1 in terms of yields for both anchoring of the first building block and cleavage and in terms of higher purity of the final product. Use of linker 2 avoids side reactions associated with the use of Wang resin due to an undesired cleavage during final acid treatment.
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