Gluconic Acid → D-Arabinose

HRID 2371848Notes

Reaction equation

HRID 2371848 reaction equation
[O:1]=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9](CO)[OH:10])[OH:8])[OH:6])[OH:4].O=C(O)[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.[Ca]>>[O:1]=[CH:2][C@H:3]([C@@H:5]([C@@H:7]([CH2:9][OH:10])[OH:8])[OH:6])[OH:4]

Participants

4

Reactant 3

HCID 10690Gluconic AcidHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal2×HCID 5460341Calcium

Product 1

HCID 66308D-Arabinose

Procedure

The aerobic fermentation of D-glucose may be replaced by a modification consisting of passing by oxidation of D-glucose into D-gluconic acid which, in the calcium salt form, can be decarboxylated by the so-called RUFF method to give D-arabinose, as described in U.S. Pat. No. 3,755,294. The D-arabinose is then hydrogenated in manner known in itself to produce D-arabitol.

Sources & evidence

ORD record
ord-4e5b2a4d320f4127affccf559dae7fba
Source dataset
uspto-grants-1992_03
Patent number
US05096820

Reaction notes

Loading…