Sodium Methoxide → HCID 9931218, compound

HRID 1441222Notes

Reaction equation

HRID 1441222 reaction equation
C([O:4][C@@H:5]1[C@@H:10]([O:11]C(=O)C)[C@H:9]([O:15]C(=O)C)[C@@H:8]([CH2:19][O:20]C(=O)C)[O:7][C@H:6]1[O:24][C:25]1[C:30]([CH2:31][C:32]2[CH:37]=[CH:36][C:35]([CH3:38])=[C:34]([F:39])[CH:33]=2)=[C:29]([CH3:40])[CH:28]=[C:27]([CH3:41])[N:26]=1)(=O)C.C[O-].[Na+]>CO>[C@@H:6]1([O:24][C:25]2[C:30]([CH2:31][C:32]3[CH:37]=[CH:36][C:35]([CH3:38])=[C:34]([F:39])[CH:33]=3)=[C:29]([CH3:40])[CH:28]=[C:27]([CH3:41])[N:26]=2)[O:7][C@H:8]([CH2:19][OH:20])[C@@H:9]([OH:15])[C@H:10]([OH:11])[C@H:5]1[OH:4]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 68540003HCID 68540003, compound

Product 1

HCID 9931218HCID 9931218, compoundYield 67.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-(2,3,4,6-tetra-O-acetyl-β-D-gluco-pyranosyloxy)-3-(3-fluoro-4-methylbenzyl)-4,6-dimethyl-pyridine (0.17 g) in methanol (5 mL) was added sodium methoxide (28% methanol solution, 0.028 mL), and the mixture was stirred at room temperature for 1 hour. The solvent of the reaction mixture was removed, and the residue was purified by column chromatography on silica gel (dichloromethane/methanol=10/1) to give the title compound (0.081 g).

Workup

  1. customThe solvent of the reaction mixture was removed
  2. customthe residue was purified by column chromatography on silica gel (dichloromethane/methanol=10/1)

Sources & evidence

ORD record
ord-553b220e24eb4344a28a52a77e5c1941
Source dataset
uspto-grants-2010_02
Patent number
US07655633B2

Reaction notes

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