Potassium sodium tartarate → HCID 67103702, compound

HRID 2080753Notes

Reaction equation

HRID 2080753 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[CH:8][C:9]2[C:15](=[O:16])[NH:14][CH:13]([CH2:17][CH2:18][CH2:19][NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[C:12](=[O:28])[NH:11][C:10]=2[CH:29]=1)=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(C(C(C([O-])=O)O)O)([O-])=O.[Na+].[K+]>C1COCC1>[C:24]([O:23][C:21](=[O:22])[NH:20][CH2:19][CH2:18][CH2:17][CH:13]1[C:12](=[O:28])[NH:11][C:10]2[CH:29]=[C:6]([CH2:4][OH:3])[CH:7]=[CH:8][C:9]=2[C:15](=[O:16])[NH:14]1)([CH3:27])([CH3:25])[CH3:26]

Participants

5

Reactant 3

HCID 9855836Potassium sodium tartarateHCID 21226445Aluminium lithium hydrideHCID 67103576HCID 67103576, compound

Product 1

HCID 67103702HCID 67103702, compoundYield 53.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The compound (35.1 mg) obtained in Example 14-3 was dissolved in anhydrous THF (1.0 ml) and added with Lithium aluminum hydride (6.8 mg) and the whole was stirred at room temperature for 30 minutes. After completion of the reaction, an aqueous potassium sodium tartrate solution was added thereto and the whole was vigorously stirred at room temperature, followed by extraction with chloroform. The extract was dried with magnesium sulfate and the solvent was distilled off. The residue was purified through silica gel column chromatography (chloroform/methanol) thereby obtaining the subject compound (16.9 mg) as a white solid.

Workup

  1. customAfter completion of the reaction
  2. stirringthe whole was vigorously stirred at room temperature
  3. extractionfollowed by extraction with chloroform
  4. dry with materialThe extract was dried with magnesium sulfate
  5. distillationthe solvent was distilled off
  6. customThe residue was purified through silica gel column chromatography (chloroform/methanol)

Sources & evidence

ORD record
ord-e10af462a94348e58c61a4bfff7bff52
Source dataset
uspto-grants-2011_04
Patent number
US07932281B2

Reaction notes

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