TRIS(2-AMINOETHYL)AMINE AS A SUBSTITUTE FOR 4-(AMINOMETHYL)PIPERIDINE IN THE FMOC/POLYAMINE APPROACH TO RAPID PEPTIDE-SYNTHESIS

Recently1,2 we described the use of FMOC amino acid chlorides as coupling agents in combination with deblocking by 4-(aminomethyl)piperidine (4-AMP) 1 as a convenient new technique for the rapid assembly of short peptide segments. Decisive to the success of the method was extraction with a phosphate buffer of pH 5.5 to remove the byproduct arising from dibenzofulvene (DBF) and 4-AMP. In the case of certain sequences, especially if methylene dichloride is used as solvent, separation of the growing peptide from the 4-AMP/DBF adduct was complicated by formation of emulsions or separation of a voluminous precipitate during buffer extraction. © 1990, American Chemical Society. All rights reserved.