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A new access to alkyl-α-ketoglutaric acids, precursors of glutamic acid analogues by enzymatic transamination. Application to the synthesis of (2S,4R)-4-propyl-glutamic acid

✍ Scribed by Virgil Helaine; Joël Rossi; Jean Bolte


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
256 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis


4-Alkyl-2-alkylidene-glutaric acids are easily obtained by a Claisen-Johnson rearrangement, providing a short access to 4-alkyl-ot-ketoglutaric acids. These compounds are substrates of the glutamic oxalacetic transaminase (GOT), allowing the enzymatic synthesis of biologically important analogues of L-glutamate. A new analogue, (2S,4R)-4-propyl-glutamic acid, is described.


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ChemInform Abstract: A New Access to Alk
✍ Virgil Helaine; Joel Rossi; Jean Bolte 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 1 views

A New Access to Alkyl-α-ketoglutaric Acids, Precursors of Glutamic Acid Analogues by Enzymatic Transamination. Application to the Synthesis of (2S,4R)-4-Propyl-glutamic Acid. -The new ketoglutarate (V) is easily available by a novel route via Claisen-Johnson rearrangement of ester (I) with orthoest