Method of synthesis of substistuted hexitols such as dianhydrogalactitol
AssigneeDel Mar Pharmaceuticals
InventorDennis M. Brown
Life of this patent
Estimating the term…
Abstract
The present invention provides an efficient method of synthesizing and purifying dianhydrohexitols such as dianhydrogalactitol. In general, as applied to dianhydrogalactitol, the method comprises: (1) reacting dulcitol with a concentrated solution of hydrobromic acid at a temperature of about 80° C. to produce dibromogalactitol; (2) reacting the dibromogalactitol with potassium carbonate in t-butanol to produce dianhydrogalactitol; and (3) purifying the dianhydrogalactitol using a slurry of ethyl ether to produce purified dianhydrogalactitol.
Claims20
A method for synthesizing and purifying dianhydrogalactitol (DAG) comprising the steps of:
- (a) reacting dulcitol with a concentrated solution of hydrobromic acid at a temperature of about 80° C. to produce dibromogalactitol;
- (b) reacting the dibromogalactitol with potassium carbonate in t-butanol to produce dianhydrogalactitol;
- and
- (c) purifying the dianhydrogalactitol using a slurry of ethyl ether to produce purified dianhydrogalactitol.
A method for synthesizing and purifying a dianhydrohexitol comprising the steps of:
- (a) reacting a hexitol bearing two epoxide groups with a concentrated solution of hydrobromic acid at a temperature of about 80° C. to produce a dibromohexitol;
- (b) reacting the dibromohexitol with a carbonate salt of an alkali metal in a tertiary alcohol to produce a dianhydrohexitol;
- and
- (c) purifying the dianhydrohexitol using a slurry of an ether to produce the purified dianhydrohexitol.
Dependencies are inferred from the claim text.