1,3,4,5,6-Pentahydroxyhexan-2-One → GlyTouCan:G09597LJ

HRID 1731865Notes

Reaction equation

HRID 1731865 reaction equation
[OH:1][CH2:2][C:3]([C@@H:5]([C@H:7]([C@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])=[O:4].[OH:13][CH2:14][C:15]([CH:17]([CH:19]([CH:21]([CH2:23][OH:24])[OH:22])[OH:20])[OH:18])=[O:16]>>[O:1]=[CH:2][CH:3]([CH:5]([CH:7]([CH:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].[OH:13][CH2:14][C:15]([C@@H:17]([C@H:19]([C@H:21]([CH2:23][OH:24])[OH:22])[OH:20])[OH:18])=[O:16]

Participants

4

Reactant 2

HCID 11011,3,4,5,6-Pentahydroxyhexan-2-OneHCID 5460024L-Fructose

Product 2

HCID 24749GlyTouCan:G09597LJHCID 5460024L-Fructose

Procedure

L-Fructose, which has not been found in nature, was synthesized for the first time by Fischer. See E. Fischer, Ber., 23 (1890) 370-394. DL-Glucose phenylosazone was prepared from α-acrose and hydrolyzed to the glycosulose, which was reduced to DL-fructose. L-Fructose was isolated from the mixture. L-Fructose was later synthesized by Wolfrom and Thompson from L-arabinonic acid in five steps. See M. L. Wolfrom and A. Thompson, Methods of Carbohydr. Chem., 1 (1962) 118-120.

Workup

  1. customwas synthesized for the first time by Fischer

Sources & evidence

ORD record
ord-546af2674fd24cf8ac43555acbb58e1a
Source dataset
uspto-grants-1986_11
Patent number
US04623721

Reaction notes

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