As I used L-4-Hydroxyproline in preparing some new compounds under 120 oC in toluene. However,excessive L-4-Hydroxyproline is needed as the decarboxylation would occur. Now I am in search of methods to prevent or suppress the decarboxylation of this raw material. Someone say that esterfication would do, while others say this would promote this process. Also, there are sayings that acidic condition would help. Is there someone in research of decarboxylation related field give some suggestion or references?
Many Thanks!
decarboxylation of amino acids can occur but typically require some additional reagents. It could be some reagents used that promote the decarboxylation
https://newreactions.wordpress.com/2011/11/27/proline-not-your-typical-amino-acid/
https://erowid.org/archive/rhodium/chemistry/trp.decarbox.enone.html
Dear Rengwei
Higher temperature more than 150oC favors decarboxylation. I strongly suspect that you are preparing some new derivatives by L-Hydroxy proline as Raw material, the nature of other reagents/catalysts are used in the reaction may be influencing the decarboxylation. Decarboxylation acheived by DMSO/NaCl or DMSO/LICl etc
What about lowering the temperature and avoiding acidic reagents. Yes, maybe converting the hydroxyproline to the ester might help.
Dear all:
Thanks to each answer above, I am gonna try it in experiment, later conclusion would be available about the influence of reagents or esters.:-)
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