Sodium periodate → HCID 86700969, compound

HRID 84008Notes

Reaction equation

HRID 84008 reaction equation
[OH:1][C@@H:2]1[C@H:6]([OH:7])[O:5][C@H:4]([CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:17]=[N:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=3)=[CH:12][CH:11]=2)[C@@H:3]1[CH2:24][CH2:25][N:26]1[C:34](=[O:35])[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:27]1=[O:36].I([O-])(=O)(=O)=O.[Na+]>CO>[CH:6]([O:5][C@H:4]([CH2:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]2[CH:17]=[N:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=2)=[CH:14][CH:15]=1)[C@@H:3]([CH:2]=[O:1])[CH2:24][CH2:25][N:26]1[C:34](=[O:35])[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:27]1=[O:36])=[O:7]

Participants

4

Reactant 2

HCID 23667635Sodium periodateHCID 67181870HCID 67181870, compound

Product 1

HCID 86700969HCID 86700969, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of the compound obtained from step g above (0.56 g) in methanol (4 mL) at 0° C., a solution of sodium metaperiodate (0.736 g in 1 mL of water) was added. The reaction mixture was stirred for 2 hours at the same temperature. After stirring the reaction mixture for an additional 1 hour at room temperature, the reaction mixture was evaporated on a rotary evaporator. The residue was taken into water and extracted with ethyl acetate. The organic layer was washed with water and brine solution, and dried over anhydrous sodium sulphate. The solvent was evaporated under reduced pressure to obtain the title compound (0.54 g).

Workup

  1. stirringAfter stirring the reaction mixture for an additional 1 hour at room temperature
  2. customthe reaction mixture was evaporated on a rotary evaporator
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water and brine solution
  5. dry with materialdried over anhydrous sodium sulphate
  6. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-420529c6c3a340849bfc3ef084478fa1
Source dataset
uspto-grants-2014_09
Patent number
US08846910B2

Reaction notes

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