Synthesis of 1,2-dithiolane analogues of leucine for potential use in peptide chemistry

Organic Letters
E MoreraG Lucente

Abstract

[reaction: see text]1,2-Dithiolanes present several points of interest for both peptide and medicinal chemistry, yet no chiral alpha-amino acids containing this five-membered heterocyclic system are available. We report here the first synthesis of N- and C-protected derivative of (S)-2-amino-3-(1,2-dithiolan-4-yl)propionic acid (Adp) and its 1,3-dithiolic form.

References

Nov 6, 1991·Biochemical Pharmacology·G R Haenen, A Bast
Aug 1, 1995·Free Radical Biology & Medicine·L PackerH J Tritschler

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Citations

Aug 12, 2009·Journal of Inorganic Biochemistry·Ulf-Peter ApfelWolfgang Weigand
Jan 7, 2005·Journal of Peptide Science : an Official Publication of the European Peptide Society·Enrico MoreraGino Lucente
Nov 28, 2013·Biopolymers·Marina FaiellaGiovanna Ghirlanda
Aug 17, 2012·Chemical Communications : Chem Comm·Anindya RoyGiovanna Ghirlanda
May 25, 2016·Chemistry : a European Journal·Shuji IokaShigeru Nishiyama

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