Concepedia

Stereoselective Modification of a Cyclopentapeptide via an α-(Ethylthio)glycine Residue

Christian Paulitz, Wölfgang Steglich

The Journal of Organic Chemistry · 1997 · 30 citations · 24 references

DOI

Concepts

Abstract

The solid-phase synthesis of cyclo[Val-D-Gly(SEt)-Pro-Phe-D-Ala] (5) on Kaiser's oxime resin is described. Conversion of 5 to the reactive alpha-chloroglycine derivative 9 allowed the stereoselective addition of thiols, alcohols, amines and other nucleophiles with formation of the modified cyclopeptides 11a-n.

References

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