One-pot Deprotection and Coupling of Peptides by the Fmoc Strategy

Masaaki Ueki, Naohiko Nishigaki, Hiroko Aoki, Takeshi Tsurusaki, Tsuyoshi Katoh

Chemistry Letters · 1993 · 27 citations · 8 references

Concepts

Abstract

Abstract 9-Fluorenylmethyloxycarbonyl (Fmoc) group can be quickly removed with tetrabutylammonium fluoride hydrate (TBAF·xH2O) in the presence of a large excess of phenylmethanethiol or 1-octanethiol. Subsequent oxidation of the thiol with bis(1-methyl-1H-tetrazol-5-yl) disulfide simultaneously inactivated the TBAF and enabled one-pot peptide bond elongation by the Fmoc strategy.

References

8