Potassium Carbonate → (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

HRID 1620360Notes

Reaction equation

HRID 1620360 reaction equation
S[C@@H:2]1[O:10][C@H:9]([CH2:11][OH:12])[C@@H:7]([OH:8])[C@H:5]([OH:6])[C@H:3]1[OH:4].C([O-])([O-])=[O:14].[K+].[K+]>CN(C=O)C>[O:10]=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:14])[OH:8])[OH:6])[OH:4]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 4448091-Thio-D-glucose

Product 1

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

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.2 g of Polymer 4 was dissolved in 8 ml of DMF in 25 mL single-neck round bottom flask. 0.2 g of 1-thio-β-D-glucose was added, following by 0.5 g of anhydrous K2CO3. The reaction mixture was stirred at room temperature for 30 hrs, and then transferred into a dialysis tube for dialysis against water for 2 days (10 water changes). The solution obtained in dialysis tube was then transferred into a single-neck round bottom flask. After removal of water, glucose-functionalized Polymer 4 was obtained as a black solid.

Workup

  1. customtransferred into a dialysis tube for dialysis against water for 2 days (10 water changes)
  2. customThe solution obtained in dialysis tube
  3. customwas then transferred into a single-neck round bottom flask
  4. customAfter removal of water

Sources & evidence

ORD record
ord-e4aae79d240e4b05bfb7a954f27aa1e9
Source dataset
uspto-grants-2014_07
Patent number
US08772443B2

Reaction notes

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