HCID 21916921, compound → HCID 9907763, compound

HRID 985767Notes

Reaction equation

HRID 985767 reaction equation
[CH:1]1([CH2:4][S:5][C:6]2[CH:15]=[C:14]3[C:9]([CH:10]=[CH:11][CH:12]=[C:13]3[CH2:16][CH2:17][NH:18][C:19](=[O:24])[CH2:20][CH2:21][CH2:22][Cl:23])=[CH:8][CH:7]=2)[CH2:3][CH2:2]1.I([O-])(=O)(=O)=[O:26].[Na+]>>[CH:1]1([CH2:4][S:5]([C:6]2[CH:15]=[C:14]3[C:9]([CH:10]=[CH:11][CH:12]=[C:13]3[CH2:16][CH2:17][NH:18][C:19](=[O:24])[CH2:20][CH2:21][CH2:22][Cl:23])=[CH:8][CH:7]=2)=[O:26])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 21916921HCID 21916921, compoundHCID 23667635Sodium periodate

Product 1

HCID 9907763HCID 9907763, compound

Conditions

Temperature
2.5 °C

Procedure

The product obtained in Example 43 (10 mmol) is added to an aqueous 0.5M sodium periodate solution (21 ml, 10.5 mmol) at 0° C. Stirring at 0-5° C. is carried out overnight. The solution is filtered and the filtrate is extracted with chloroform. The organic phase is dried over magnesium sulphate and is concentrated under reduced pressure. The residue is chromatographed on silica gel to yield the title compound.

Workup

  1. filtrationThe solution is filtered
  2. extractionthe filtrate is extracted with chloroform
  3. dry with materialThe organic phase is dried over magnesium sulphate
  4. concentrationis concentrated under reduced pressure
  5. customThe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-d08e8482449a4cb19433fefb2eee9f40
Source dataset
uspto-grants-2005_03
Patent number
US06872851B1

Reaction notes

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