Pentitol → D-Arabitol

HRID 1925

Reaction equation

HRID 1925 reaction equation
[CH2:1]([OH:10])[C@@H:2]([C@H:4]([C@@H:6]([CH2:8][OH:9])[OH:7])[OH:5])[OH:3].[CH2:11]([OH:20])[C@@H:12]([OH:19])[CH:13]([OH:18])[C@H:14]([OH:17])[CH2:15][OH:16].[CH2:21]([OH:30])[CH:22]([OH:29])[CH:23]([OH:28])[CH:24]([OH:27])[CH2:25][OH:26]>>[O:10]=[CH:1][C@@H:2]([C@H:4]([C@@H:6]([C@@H:8]([CH2:15][OH:16])[OH:9])[OH:7])[OH:5])[OH:3].[CH2:21]([OH:30])[C@@H:22]([OH:29])[CH:23]([OH:28])[C@H:24]([OH:27])[CH2:25][OH:26].[OH:16][CH2:15][C:14]([C@H:13]([C@@H:12]([CH2:11][OH:20])[OH:19])[OH:18])=[O:17].[O:9]=[CH:8][C@@H:6]([C@H:4]([C@@H:2]([CH2:1][OH:10])[OH:3])[OH:5])[OH:7]

Participants

7

Reactant 3

HCID 827PentitolHCID 94154D-ArabitolHCID 178418489HCID 178418489, compound

Product 4

HCID 94154D-ArabitolHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 644160aldehydo-D-XyloseHCID 5289590D-Xylulose

Procedure

It is known from European Patent No. 421,882, of which the Applicant is proprietor, to obtain xylitol syrups having a xylitol content of 80% to 90%, the remainder being essentially composed of D-arabitol, pentitol of the natural D series of sugars. These syrups, which are not very viscous and which are particularly well adapted to the crystallization of xylitol, are obtained by microbiological conversion of glucose to D-arabitol, microbiological oxidation of D-arabitol, to D-xylulose, enzymatic isomerization of D-xylulose to D-xylose and then catalytic hydrogenation of the mixture of D-xylulose and D-xylose to xylitol and D-arabitol. These xylitol syrups, which do not contain L-arabitol or galactitol but only D-arabitol as accompanying polyol, permit easy extraction of three crops of pure xylitol crystals.

Workup

  1. customwhich are particularly well adapted to the crystallization of xylitol

Sources & evidence

ORD record
ord-51173d9d709c45cdbf8cf8891134c0bf
Source dataset
uspto-grants-1998_03
Patent number
US05728225

Linked notes

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