C. Fields, G. Fields
Oct 15, 1993
Citations
0
Influential Citations
75
Citations
Quality indicators
Journal
Tetrahedron Letters
Abstract
Abstract We have examined Pmc and Pbf side-chain protection of Arg and Boc side-chain protection of Trp in an attempt to minimize side-chain protecting group “scavenger” use following Fmoc-based solid-phase synthesis. The extent of Trp alkylation was characterized and quantified by analytical RP-HPLC. Edman degradation sequence analysis, and ESMS. The Pbf group offered lower TFA-induced Trp alkylation than the Pmc group. The combination of Trp(Boc) and Arg(Pbf) resulted in extremely low levels of Trp alkylation during TFA treatment of the peptide-resin in the absence of scavengers.