HCID 10130792, compound → HCID 18360675, compound

HRID 1373476Notes

Reaction equation

HRID 1373476 reaction equation
I([O-])(=O)(=O)=[O:2].[Na+].[CH:7]([C:9]1[CH:10]=[CH:11][C:12]2[O:16][CH:15]=[C:14]([CH2:17][CH2:18][NH:19][C:20](=[O:22])[CH3:21])[C:13]=2[CH:23]=1)=C>CC(O)(C)C.O1CCOCC1.O.[Os](=O)(=O)(=O)=O>[CH:7]([C:9]1[CH:10]=[CH:11][C:12]2[O:16][CH:15]=[C:14]([CH2:17][CH2:18][NH:19][C:20](=[O:22])[CH3:21])[C:13]=2[CH:23]=1)=[O:2]

Participants

7

Reactant 2

HCID 10130792HCID 10130792, compoundHCID 23667635Sodium periodate

Product 1

HCID 18360675HCID 18360675, compound

Reagents, catalysts & solvents 4

HCID 30318Osmium TetroxideCatalystHCID 962WaterSolventHCID 6386tert-ButanolSolventHCID 312751,4-DioxaneSolvent

Procedure

1.10 g of osmium tetroxide in 2-methyl-2-propanol and then 8.70 g of sodium periodate are added at ambient temperature to a solution of 10 mmol of the product obtained in Step C in a mixture of 50 ml of dioxane and 25 ml of water. After stirring overnight at ambient temperature, the suspension is filtered and the filtrate is concentrated under reduced pressure. The resulting residue is taken up in dichloromethane. The organic phase is washed with water, dried and evaporated. The residue is purified by chromatography on silica gel to yield the title product.

Workup

  1. filtrationthe suspension is filtered
  2. concentrationthe filtrate is concentrated under reduced pressure
  3. washThe organic phase is washed with water
  4. customdried
  5. customevaporated
  6. customThe residue is purified by chromatography on silica gel

Sources & evidence

ORD record
ord-235d36793b414f3fb4c947763b03aa76
Source dataset
uspto-grants-2007_01
Patent number
US07161035B2

Reaction notes

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