Collect. Czech. Chem. Commun.
1990, 55, 1792-1800
https://doi.org/10.1135/cccc19901792
An efficient mild acidolytic deprotection procedure for Boc/Bzl-based solid phase peptide synthesis
Rudolf Döllinga, Peter Jeschkea, Albrecht Ottob and Jutta Eichlera
a Institute of Drug Research, Academy of Sciences, 1136 Berlin, G.D.R.
b Central Institute of Molecular Biology, Academy of Sciences, 1115 Berlin, G.D.R.
Abstract
Using the mild acidolytic deprotecting reagents 0.1M MSA or 0.1M TMSOTf in TFA in combination with PMB, which simultaneously accelerates the cleavage and acts as irreversible scavenger, the rate of cleavage of a model dipeptide from the appropriate Nα-Fmoc-dipeptidyl resin (polymer-bound benzyl ester, p-MBHA and BHA resin, respectively) was studied. The new deprotecting method was successfully applied to the synthesis of three Nα-halogenoacetyl modified octapeptides (I, II) and a 16-residue peptide (III). In all cases, the crude products were of the same quality as peptides obtained via the HF/10% anisole technique.
