L-Gulose → Sorbitol

HRID 1758029Notes

Reaction equation

HRID 1758029 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

The present invention provides a method for producing L-sugars, including L-idose and L-gulose from D-glucose. The method comprises the steps of hydrogenating D-glucose to provide D-sorbitol, oxidizing the D-sorbitol to provide L-sorbose, racemizing the L-sorbose to a mixture of L-sorbose, L-idose and L-gulose, and precipitating the remaining L-sorbose with lime under cooling from a dilute solution. L-idose and L-gulose are recovered from the filtrate by crystallization. L-sorbose is recovered from the filtered solids by carbonation of the aqueous suspension and recycled.

Sources & evidence

ORD record
ord-7b274ee50a324aefa2336be9e620da7b
Source dataset
uspto-grants-1983_02
Patent number
US04371616

Reaction notes

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