Abstract
The title uronates were prepared by 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO) catalysed sodium hypochlorite oxidation of α- and β-D-glucopyranosylphosphate (α-/β-Glc-1-P) and α-D-glucopyranosyl fluoride (α-Glc-1-F). Quantitative recovery of the TEMPO catalyst was achieved by azeotropic distillation of a small part of the reaction mixture. Also, a heterogeneous catalyst system was prepared by immobilisation of 4-oxo-tetramethyl-1-piperidinyloxy (OTEMPO) on amino-functionalized silica. The protected uronates were hydrolysed to yield D-glucuronate. Since α- and β-Glc-1-P and α-Glc-1-F can be obtained from starch in one step, D-glucuronic acid is now available from starch in a convenient three-step sequence.
Original language | English |
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Pages (from-to) | 221-227 |
Journal | Carbohydrate research |
Volume | 299 |
Issue number | 4 |
DOIs | |
Publication status | Published - 1 Apr 1997 |
Keywords
- catalyst immobilization
- d-glucuronic acid
- naocl-tmepo oxidation
- α-d-glucopyranuronate 1-fluoride
- α-d-glucopyranuronate 1-phosphate
- β-d-glucopyranuronate 1-phosphate