ManLev (N-levulinol mannosamine)

schaub at chclu.chemie.uni-konstanz.de schaub at chclu.chemie.uni-konstanz.de
Fri Sep 26 04:25:49 EST 1997

In article <607268$f4g$1 at scream.auckland.ac.nz>, mmm_klehnert at mednov1.auckland.ac.nz, kblehnert at xtra.co.nz writes:
>Has anyone an idea or reference on where to buy or how to 
>synthesize a compound called "ManLev", which is N-levulinoyl 
>mannosamine, basically a N-acteylmannosamine in which the amine 
>group is substituted by levulinic acid (COOH-CH2-CH2-CO-CH3)?
>I'm not a chemist, so I don't think mixing ManNAc and levulinic 
>acid will work, and even if so, how to purify the ManLev???
>Help required!!!
I think its not that complicated to synthesize, but it will at least take 4 to
5 chemical steps from mannosamine when you take a path thatvworks surely 
but probalby it works directly whith mannosamin hydrochlorid and levulinic
acid chlorid and a suitable base like potassium carbonate. The purification
should be possible by silica gel or RP18 chromatography.
I think that there are similar substituted mannosamines refernced in literature
so probably you can find experimental details and work in an analogus way.

I hope this helps you a little.

Christoph Schaub, Universiaet Konstanz, Germany

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