Solid phase applications of Dde and the analogue Nde: Synthesis of trypanothione disulphide

Bis - Dde and Nde spermidine derivatives selectively protected on the primary amines were readily prepared and attached via the secondary amine group to a p-nitrophenyl-1-chloroformate pre-activated HMPA resin. Deprotection for Nde was monitored by colour change and UV absorption at 290 nm following which the trypanothione backbone was assembled by standard Fmoc procedures. Release from the resin with TFA and subsequent oxidation gave the trypanothione disulphide in > 80% overall yield. (C) 1997 Elsevier Science Ltd.