HCID 18007943, compound → HCID 18007946, compound

HRID 429772Notes

Reaction equation

HRID 429772 reaction equation
I([O-])(=O)(=O)=[O:2].[Na+].[CH:7]([C:9]1[CH:10]=[CH:11][C:12]2[S:16][CH:15]=[C:14]([CH2:17][CH2:18][NH:19][C:20]([CH:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)=[O:21])[C:13]=2[CH:28]=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[S:16][CH:15]=[C:14]([CH2:17][CH2:18][NH:19][C:20]([CH:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)=[O:21])[C:13]=2[CH:28]=1)=[O:2]

Participants

7

Reactant 2

HCID 18007943HCID 18007943, compoundHCID 23667635Sodium periodate

Product 1

HCID 18007946HCID 18007946, 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 room temperature to a solution of 10 mmol of the product obtained in Step D in a mixture of 50 ml of dioxane and 25 ml of water. After stirring overnight at room 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 over 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 over silica gel

Sources & evidence

ORD record
ord-a224f6aa2d0745d48c4f68c51a86df54
Source dataset
uspto-grants-2001_11
Patent number
US06319930B1

Reaction notes

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