Re: purifying phosphates on sugars

cds_catch22@xxxxxxxxx wrote:
> By thin layer chromatography, I can observe a spot with low rf that
> should correspond to acetate-protected mannose with a diphenylphosphate
> at the anomeric position; however, when I attempt to purify the product
> via column chromatography I never observe the desired material. I
> suspect it is the result of the phosphate being hydrolyzed. My current
> column conditions are as follows:
>
> gradient elution: 10% EtOAc, Hexane to 100% EtOAc using silica gel
>

muha wrote:

> The problem is that your compound will fall apart in protic media both
> under acidic and basic conditions. Do you realy need to isolate it?

If you can acquire some reverse phase media to pour your column, you
can use the gentle pH buffer (one of Good's buffers) of your choice,
and do a gradient from aqueous to organic. The main issue in this case
is cost for the media. And the solvent of choice is often acetonitrile,
which also isn't cheap in chromatography grade. Look up if someone's
done it before before you spend money.

.