NOVEL QUENCHERS FOR SOLUTION-PHASE PARALLEL SYNTHESIS

The bifunctionality of amino acids can be exploited by utilizing them as quenchers in rapid solution phase parallel synthesis. The amino gro up was used to covalently trap the excess electrophiles, whereas the c arboxylic acid moiety was used to solubilize the derivatized amino aci d in water. As a prototype we used potassium sarcosinate as a quencher for excess electrophiles in the acylation or sulfonation of N-methyl- benzylamine. Various electrophilic reagents such as acid chlorides, is ocyanates and sulfonyl chlorides were quenched successfully to give pu re products in excellent yields. (C) 1998 Elsevier Science Ltd. All ri ghts reserved.