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Molecules 2012, 17(3), 2823-2832; doi:10.3390/molecules17032823
Article

A Convenient Route to 4-Carboxy-4-Anilidopiperidine Esters and Acids

1
, 1
, 1,†
, 1
 and 2,‡,*
Received: 3 January 2012; in revised form: 20 February 2012 / Accepted: 24 February 2012 / Published: 7 March 2012
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Abstract: The route selection and development of a convenient synthesis of 4-carboxy-4-anilidopiperidines is described. Previous routes were hampered by the low yield of the target esters as well as the inability to convert the esters to the required free acids. Considerations for large-scale production led to a modified synthesis that utilised a tert-butyl ester of 4-carboxy-4-anilidopiperidines which resulted in a dramatic increase in the overall yield of the target N-propionylated- 4-anilidopiperidine-4-carboxylic acids and their corresponding methyl esters. These compounds are now available for use as precursors and reference standards, of particular value for the production of 11C and 18F-labelled 4-carboxy-4-anilidopiperidine radiotracers.
Keywords: 4-anilidopiperidines; tert-butyl ester; opioid receptors; positron emission tomography 4-anilidopiperidines; tert-butyl ester; opioid receptors; positron emission tomography
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.

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MDPI and ACS Style

Marton, J.; Glaenzel, B.; Roessler, J.; Golaszewski, D.; Henriksen, G. A Convenient Route to 4-Carboxy-4-Anilidopiperidine Esters and Acids. Molecules 2012, 17, 2823-2832.

AMA Style

Marton J, Glaenzel B, Roessler J, Golaszewski D, Henriksen G. A Convenient Route to 4-Carboxy-4-Anilidopiperidine Esters and Acids. Molecules. 2012; 17(3):2823-2832.

Chicago/Turabian Style

Marton, János; Glaenzel, Brita; Roessler, Julia; Golaszewski, Daniela; Henriksen, Gjermund. 2012. "A Convenient Route to 4-Carboxy-4-Anilidopiperidine Esters and Acids." Molecules 17, no. 3: 2823-2832.



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