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

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-alke...

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Bibliographic Details
Published in:Journal of Amino Acids 2013-01, Vol.2013 (2013), p.56-63
Main Authors: Sadiq, Amina, Sewald, Norbert
Format: Article
Language:English
Subjects:
Adipic acid
Amino acids
Synthesis
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Summary: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.
ISSN:2090-0112
2090-0104
2090-0112
DOI:10.1155/2013/252813