Sorbitol → D-Iditol

HRID 1019424Notes

Reaction equation

HRID 1019424 reaction equation
[OH:1][CH2:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].[CH2:13]([OH:24])[C@H:14]([C@H:16]([C@@H:18]([C@@H:20]([CH2:22][OH:23])[OH:21])[OH:19])[OH:17])[OH:15]>>[CH2:11]([OH:12])[C@H:9]([C@@H:7]([C@H:5]([C@@H:3]([CH2:2][OH:1])[OH:4])[OH:6])[OH:8])[OH:10].[O:23]=[CH:22][C@@H:20]([C@H:18]([C@H:16]([C@@H:14]([CH2:13][OH:24])[OH:15])[OH:17])[OH:19])[OH:21]

Participants

4

Reactant 2

HCID 5780Sorbitol2×HCID 6251Mannitol

Product 2

HCID 90540D-IditolHCID 3037556(2R,3S,4S,5R)-2,3,4,5,6-pentahydroxyhexanal

Procedure

Both glucose and fructose can be hydrogenated into the sugar alcohol or corresponding hexitol. The hexitol produced by the hydrogenation of glucose is sorbitol, while the hydrogenation of fructose leads to a mixture of sorbitol and mannitol. Iditol is produced by the hydrogenation of galactose, an hexose.

Sources & evidence

ORD record
ord-df44b4908ad746eea4f396f8806ee6a3
Source dataset
uspto-grants-2014_05
Patent number
US08715372B2

Reaction notes

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