4‐Fluorophenyl 3‐nitro‐2‐pyridinesulfenate as a practical protecting agent for amino acids

4‐Fluorophenyl 3‐nitro‐2‐pyridinesulfenate as a practical protecting agent for amino acids We report a new protecting agent (1, Npys‐OPh(pF)) for 3‐nitro‐2‐pyridine (Npy) sulfenylation of amino, hydroxy, and thiol functional groups. Several Npys phenoxides were synthesized from Npys chloride (Npys‐Cl) and phenols in the presence of base in 1‐step reaction, and their ability for Npy‐sulfenylation was evaluated. As a result, 1 was selected as a new Npy‐sulfenylation agent with advantages including improved physicochemical stability, more controllable reactivity, and easier handling than the conventional protecting agent Npys‐Cl. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Journal of Peptide Science Wiley

4‐Fluorophenyl 3‐nitro‐2‐pyridinesulfenate as a practical protecting agent for amino acids

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Publisher
Wiley
Copyright
Copyright © 2018 European Peptide Society and John Wiley & Sons, Ltd.
ISSN
1075-2617
eISSN
1099-1387
D.O.I.
10.1002/psc.3070
Publisher site
See Article on Publisher Site

Abstract

We report a new protecting agent (1, Npys‐OPh(pF)) for 3‐nitro‐2‐pyridine (Npy) sulfenylation of amino, hydroxy, and thiol functional groups. Several Npys phenoxides were synthesized from Npys chloride (Npys‐Cl) and phenols in the presence of base in 1‐step reaction, and their ability for Npy‐sulfenylation was evaluated. As a result, 1 was selected as a new Npy‐sulfenylation agent with advantages including improved physicochemical stability, more controllable reactivity, and easier handling than the conventional protecting agent Npys‐Cl.

Journal

Journal of Peptide ScienceWiley

Published: Jan 1, 2018

Keywords: ; ; ; ; ;

References

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