Table of Contents
Journal of Amino Acids
Volume 2013, Article ID 252813, 8 pages
http://dx.doi.org/10.1155/2013/252813
Research Article

(R)-α-Aminoadipic Acid: A Versatile Precursor for the Synthesis of D-Amino Acids

Department of Chemistry, Bielefeld University, Universitätsstraße 25, 33615 Bielefeld, Germany

Received 26 February 2013; Accepted 27 August 2013

Academic Editor: Sambasivarao Kotha

Copyright © 2013 Amina Sadiq and Norbert Sewald. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

The ready accessibility of (R)-α-aminoadipic acid by enzymatic cleavage of cephalosporin C (CephC) in the production of 7-aminocephalosporanic acid (7-ACA) on a large scale makes it a favorable chiral pool building block for the synthesis of unusual amino acids. A route for the synthesis of C-5-alkenyl and C-6-alkylidene derivatives of (R)-pipecolic acid is described which utilizes (R)-α-aminoadipic acid as the enantiomerically pure starting material. Moreover, the synthesis of azido and triazolyl derivatives of (R)-α-aminoadipic acid is reported.