Trifluoroacetic acid → (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

HRID 1598497Notes

Reaction equation

HRID 1598497 reaction equation
[OH-:1].[K+].F[C:4](F)(F)[C:5]([OH:7])=O>>[O:1]=[CH:4][C@@H:5]([C@H:4]([C@H:5]([C@@H:4]([CH2:5][OH:7])[OH:1])[OH:7])[OH:1])[OH:7].[O:1]=[CH:4][C@@H:5]([C@H:4]([C@@H:5]([C@@H:4]([CH2:5][OH:7])[OH:1])[OH:7])[OH:1])[OH:7]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 14797Potassium Hydroxide

Product 2

HCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 3037556(2R,3S,4S,5R)-2,3,4,5,6-pentahydroxyhexanal

Procedure

The polysaccharide of the present invention deacetylated by a dilute alkali (0.01M KOH) treatment was subjected to acid hydrolysis using 2M trifluoroacetic acid (TFA) at 100° C. for 6 hours and then derived to alditol acetate. Each of the obtained derivatives was analyzed by gas chromatography using ECNSS-Mcoated column "Gaschrom Q" (mfd. by Wako Pure Chemical Co., Ltd.). Consequently, there were detected the same compounds to that obtained from D-galactose and D-glucose as starting materials.

Workup

  1. customwas subjected to acid hydrolysis
  2. customat 100° C.
  3. customfor 6 hours

Sources & evidence

ORD record
ord-484842f0bd3b47338f98db2cbc69963d
Source dataset
uspto-grants-1998_04
Patent number
US05739014

Reaction notes

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