HCID 23500527, compound → HCID 23500548, compound

HRID 1267227Notes

Reaction equation

HRID 1267227 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-871b15e5158243d59e2847b1daa72b34
Source dataset
uspto-grants-2003_04
Patent number
US06552052B2

Reaction notes

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