Process for the preparation of 4,1',6'-trichloro-4,1',6'-trideoxygalactosucrose (TGS)
AssigneeTalres Development (N.A.) N.V.
InventorsKhizar S. Mufti, Riaz A. Khan
Life of this patent
Estimating the term…
Abstract
A process for the preparation of 4,1',6'-trichloro-4,1',6'-trideoxygalactosucrose (TGS) comprising the steps of: (a) reacting sucrose with an acylating reagent under conditions to provide a mixture of acylated sucrose derivatives containing a major proportion of 6-monoacylated material; (b) optionally separating 6-monoacylated sucrose derivative from other acylated derivatives before step (c); (c) reacting the monoacylated sucrose derivative with a chlorinating reagent capable of chlorinating at positions 1', 4 and 6' of a sucrose 6- acylate; and (d) deacylating and separating (in either order) the 4,1',6'-trichloro-4,1',6'-trideoxygalactosucrose material formed.
Claims14
A process for the preparation of 4,l',6'-trichloro-4,1',6'-trideoxygalactosucrose (TGS) comprising the steps of:
- (a) reacting sucrose with an acylating reagent under conditions to provide a mixture of acylated sucrose derivatives containing a major proportion of 6-monoacylated material;
- (b) reacting the monoacylated sucrose derivative with a chlorinating reagent capable of chlorinating at positions 1',4 and 6' of a sucrose 6-acylate;
- and
- (c) deacylating and separating the 4,1',6'-trichloro-4,1',6'-trideoxygalactosucrose material formed.
A process for the preparation of 4,1',6'-trichloro-4,1',6'-trideoxygalactosucrose (TGS) comprising the steps of:
- (a) reacting sucrose with acetic anhydride in pyridine at a temperature below about -20.degree. C. in order to obtain a mixture containing a major proportion of sucrose 6-acetate;
- (b) separating the sucrose 6-acetate by ion-exchange resin chromatography;
- (c) chlorinating the sucrose 6-acetate at the 4,1' and 6' positions with a reagent selected from the group consisting of a Vilsmeier reagent and sulphuryl chloride;
- (c1) peracetylating the chlorinated product with acetic anhydride in pyridine to form TGS penta-acetate;
- and
- (d) separating and purifying the TGS penta-acetate and subsequently deacetylating the purified material to obtain TGS.
Dependencies are inferred from the claim text.