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2-aminooxazolidinenone-4

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falcon:
Prompt please, how to synthesize 2-aminooxazolidinenone-4
One described method involve interaction a butyl ester of glycolic acid with urea, that results to 2-aminooxazolidinenone-4, but output of a product less than 5%.
I think, may be that there are more "fashionable" methods.

movies:
How about urea + chloroacetyl chloride?

falcon:
I have tried so to do, thus was formed
NH2CONHCOCH2Cl but chloromethyl - group did not attack the "urea" carbonyl (at least heating to ~120 `C). May be necessary iodoacetyl chloride (but...   :-\ is a very "cheerful" substance). Also I have lead reaction between urea and methyliodoacetate in DMF (isourea derivative -> intramolecular attack imino - group to ester group). I began to heat up and... iodine was allocated. May be air oxidation iodide anion in boiling solution  ???

movies:
What conditions did you try to cyclize the product from the chloroacetyl chloride reaction?

How about a DCC coupling with urea and glycolic acid, then treat the product with tosyl chloride + triethylamine.  Procedures similar to that are the most common way to make oxazolines.

falcon:
After neutralization NH2CONHCOCH2Cl*HCl,  heated up at presence NaHCO3 (is described method, but in cases saturated ureas) in ~50% EtOH, cyclization failed. At now I think that It is necessary to use (can be) stronger bases (KOtBu or KOiPr) in DMSO.
As to glycolic acid... is a problem for me. I think to try so: NH2CONHCOCH2Cl -> NH2CONHCOCH2OH ->
as you have offered (MsCl/Et3N).

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