Sulfuric Acid → D-Altrose

HRID 1654976Notes

Reaction equation

HRID 1654976 reaction equation
[C@@H:1]12[O:11][CH2:10][C@@H:8]([O:9]1)[C@@H:6]([OH:7])[C@@H:4]([OH:5])[C@@H:2]2[OH:3].S(=O)(=O)(O)[OH:13]>>[O:13]=[CH:10][C@H:8]([C@@H:6]([C@@H:4]([C@@H:2]([CH2:1][OH:11])[OH:3])[OH:5])[OH:7])[OH:9]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 111265751,6-anhydro-beta-D-altropyranose

Product 1

HCID 94780D-Altrose

Procedure

0.16 g (1.00 mmol) of the compound (3) was dissolved in 5 ml of 1N sulfuric acid, and the resultant solution was kept stirred for 5 hours at 100° C. The reaction mixture was passed through an anion exchange resin (hydroxyl ion type amberlight IRA-410) for neutralizing purposes, followed by removing the solvent by means of distillation under reduced pressure. Formation of the desired compound of the present invention, i.e., D-altrose (compound 4), was confirmed by thin layer chromatography. It was also confirmed that the raw material compound (3) was mixed with the product compound (4). The mixing ratio of these compounds (3) and (4) was about 1:1.

Workup

  1. customby removing the solvent
  2. distillationby means of distillation under reduced pressure
  3. additionwas mixed with the product compound (4)

Sources & evidence

ORD record
ord-b2d3430ac16242b983ab593c14c129e6
Source dataset
uspto-grants-1995_04
Patent number
US05410038

Reaction notes

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