Potassium Carbonate → HCID 68557098, compound

HRID 1951991Notes

Reaction equation

HRID 1951991 reaction equation
C(=O)([O-])[O-].[K+].[K+].C([O:10][CH2:11][C@@H:12]1[CH2:17][C@H:16]([CH2:18][C:19](=[O:27])[N:20]([CH:24]([CH3:26])[CH3:25])[CH:21]([CH3:23])[CH3:22])[O:15][C:14]([CH3:29])([CH3:28])[O:13]1)(=O)C>CO>[OH:10][CH2:11][C@H:12]1[O:13][C:14]([CH3:28])([CH3:29])[O:15][C@@H:16]([CH2:18][C:19]([N:20]([CH:21]([CH3:23])[CH3:22])[CH:24]([CH3:25])[CH3:26])=[O:27])[CH2:17]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 68554691HCID 68554691, compound

Product 1

HCID 68557098HCID 68557098, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
2.5 °C

Procedure

Potassium carbonate (150 grams) added to a solution of 50 grams of ((4S,6R)-6-((diisopropylcarbamoyl)methyl)-2,2-dimethyl-1,3-dioxan-4-yl)methyl acetate in 250 ml methanol. Stirred the reaction mixture at 0-5° C. for 2 hours. Quenched the reaction mixture with chilled water. Stirred the reaction mixture for 20 minutes. Extracted the reaction mixture thrice with dichloromethane. Washed the organic layer with brine and water. Dried the organic layer over sodium sulfate and distilled the solvent completely under reduced pressure to get the title compound.

Workup

  1. customQuenched the reaction mixture with chilled water
  2. stirringStirred the reaction mixture for 20 minutes
  3. extractionExtracted the reaction mixture thrice with dichloromethane
  4. washWashed the organic layer with brine and water
  5. dry with materialDried the organic layer over sodium sulfate
  6. distillationdistilled the solvent completely under reduced pressure

Sources & evidence

ORD record
ord-d016aacb4a544279a66d8409eff6f510
Source dataset
uspto-grants-2013_03
Patent number
US08404841B2

Reaction notes

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