Sodium Methoxide → HCID 11652651, compound

HRID 644775Notes

Reaction equation

HRID 644775 reaction equation
C([O:4][C@@H:5]1[C@@H:12]([N:13]2[CH:17]=[C:16]([C:18]([O:20][CH3:21])=[O:19])[N:15]=[N:14]2)[C@@H:11]([O:22]C(=O)C)[C@@H:10]([CH2:26][O:27]C(=O)C)[O:9][C@H:6]1[S:7][CH3:8])(=O)C.C[O-].[Na+]>CO>[CH3:21][O:20][C:18]([C:16]1[N:15]=[N:14][N:13]([C@H:12]2[C@@H:11]([OH:22])[C@@H:10]([CH2:26][OH:27])[O:9][C@@H:6]([S:7][CH3:8])[C@@H:5]2[OH:4])[CH:17]=1)=[O:19]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 68578779HCID 68578779, compound

Product 1

HCID 11652651HCID 11652651, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Compound 4 (10 mg, 0.023 mmol) was dissolved in methanol (1.5 mL) and stirred over night at room temperature with sodium methoxide solution 1M (0.5 mL). The mixture was neutralized with Duolite™ resin, filtered and concentrated in vacuo. The residue was purified by column chromatography (SiO2, CH2Cl2:MeOH 25:1) to give 10 (5 mg, 70%).

Workup

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by column chromatography (SiO2, CH2Cl2:MeOH 25:1)

Sources & evidence

ORD record
ord-528107750fea4b3ab28986a3133e7927
Source dataset
uspto-grants-2010_04
Patent number
US07700763B2

Reaction notes

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