HCID 23500527, compound → HCID 23500548, compound

HRID 1835755Notes

Reaction equation

HRID 1835755 reaction equation
[CH2:1]([CH:5]1[N:11]2[C:12](=[O:15])[O:13][N:14]=[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6]1)[CH2:2][CH:3]=C.I([O-])(=O)(=O)=[O:17].[Na+]>O1CCOCC1.O.[Os](=O)(=O)(=O)=O>[O:15]=[C:12]1[N:11]2[CH:5]([CH2:1][CH2:2][CH:3]=[O:17])[CH2:6][CH2:7][CH2:8][CH2:9][C:10]2=[N:14][O:13]1

Participants

6

Reactant 2

HCID 23500527HCID 23500527, compoundHCID 23667635Sodium periodate

Product 1

HCID 23500548HCID 23500548, compound

Reagents, catalysts & solvents 3

HCID 30318Osmium TetroxideCatalystHCID 962WaterSolvent2×HCID 312751,4-DioxaneSolvent

Procedure

To a solution of the product of Example 18 in dioxane and water is added sodium periodate and osmium tetraoxide. The reaction is stirred at room temperature and monitored by thin layer chromatography. Water is added to the reaction mixture and the solution is extracted with CH2Cl2. The organic layer is dried over magnesium sulfate, filtered, and stripped of all solvent under reduced pressure to afford the title compound.

Workup

  1. extractionthe solution is extracted with CH2Cl2
  2. dry with materialThe organic layer is dried over magnesium sulfate
  3. filtrationfiltered

Sources & evidence

ORD record
ord-553466e464194e87ba44b7ed85ec956f
Source dataset
uspto-grants-2004_08
Patent number
US06774126B2

Reaction notes

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