Sucrose → D-(-)-Fructose

HRID 374731Notes

Reaction equation

[O:1]=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].C(O)[C@H]1O[C@H](O[C@]2(CO)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O>>[OH:1][CH2:2][C:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])=[O:4]

Participants

Reactant 2

HCID 5988Sucrose

HCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 5984D-(-)-Fructose

Procedure

The experiment of Example 1 was repeated, except that the resins were washed with increasing volumes (2, 4, 6, or 8 bed volumes) of a dilute (4 mM) solution of NaOH. Fructose retention on the column was extended, but fructose still eluted as a distinct peak within reasonable times (at about 4.5, 5, 5.5, and 6 minutes, respectively). By contrast, retention of myo-inositol was not affected, and still left the column at about 3 minutes, as was observed in Example 1. Results for other mono-and di-saccharides that have been tested in comparable experiments (to date, glucose and sucrose) were similar to the results for fructose.

Sources & evidence

ORD record: ord-189b4e5952cc48d2ba452451062182b8
Source dataset: uspto-grants-1996_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05482631

Reaction notes

Loading…