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

HRID 1620359Notes

Reaction equation

HRID 1620359 reaction equation
O.S[C@@H:3]1[O:11][C@H:10]([CH2:12][OH:13])[C@@H:8]([OH:9])[C@H:6]([OH:7])[C@H:4]1[OH:5].C([O-])([O-])=[O:15].[K+].[K+]>CN(C=O)C>[O:11]=[CH:3][C@@H:4]([C@H:6]([C@@H:8]([C@@H:10]([CH2:12][OH:13])[OH:15])[OH:9])[OH:7])[OH:5]

Participants

5

Reactant 3

HCID 962WaterHCID 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 2 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 (8 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 2 was obtained as a black solid.

Workup

  1. customtransferred into a dialysis tube for dialysis against water for 2 days (8 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-0ff5ee6c39b74fc6ae373dcf6f9edd8e
Source dataset
uspto-grants-2014_07
Patent number
US08772443B2

Reaction notes

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