L-Gulose → Sorbitol

HRID 1758028Notes

Reaction equation

HRID 1758028 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].O=C[C@H]([C@H]([C@@H]([C@H](CO)O)O)O)O.O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O>>[OH:12][CH2:11][C@@H:9]([C@H:7]([C@@H:5]([C@@H:3]([CH2:2][OH:1])[OH:4])[OH:6])[OH:8])[OH:10]

Participants

4

Reactant 3

HCID 80127L-GuloseHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal2×HCID 111112aldehydo-L-idose

Product 1

HCID 5780Sorbitol

Procedure

A method for producing L-sugars including L-idose and L-gulose from D-glucose. The method comprises hydrogenating D-glucose to provide sorbitol, oxydizing the D-sorbitol to provide L-sorbose, racemizing the L-sorbose to provide a mixture of L-sorbose, L-idose and L-gulose, and precipitating the L-sorbose with lime from a dilute solution. The unconverted L-sorbose is recovered by carbonation and recycled. The hydrogenation of glucose is done in a fixed catalyst bed.

Sources & evidence

ORD record
ord-ac06f15d678d4692be4c5ad61bca6aaa
Source dataset
uspto-grants-1983_02
Patent number
US04371616

Reaction notes

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