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US 5,406,005 AGranted
Method for the production of D-chiroinositol
OwnerThomas Piccarielloinventor
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Abstract
The invention relates to the synthesis of D-chiro-inositol from glucodialdose comprising the steps of condensing glucodialdose by a acylon condensation reaction, protecting the carbon atoms of the 1,2,5 and 6 position, epimerizing the protected carbon atom at position 5, reducing the ketone of the condensed compound and removing the protect groups.
Claims1
A method for the synthesis of D-chiro-inositol from glucodialdose, comprising the steps of:
- condensing the glucodialdose by an acyloin condensation reaction catalyzed by a thiazolium salt,
- protecting the carbon atoms at the 1, 2, 5 and 6 positions of the condensed compound by forming a first five-membered ring which incorporates carbons 1 and 2, and a second five membered ring which incorporates carbons 5 and 6,
- epimerizing the protected carbon at position 5 of the condensed compound by subjecting it to a weak base, reducing the ketone of the condensed compound under equilibrating conditions by refluxing it in the presence of Raney nickel, and
- removing the protecting groups by subjecting the compound to strong acid.
1 more element
Dependencies are inferred from the claim text.