Sodium Bicarbonate → HCID 67284761, compound

HRID 1631544Notes

Reaction equation

HRID 1631544 reaction equation
C([O:4][C@@H:5]1[C@@H:36]([O:37]C(=O)C)[C@H:35]([O:41]C(=O)C)[C@@H:34]([CH2:45][O:46]C(=O)C)[O:33][CH:6]1[O:7][CH2:8][CH2:9][O:10][C:11]1[C:16]([C:17]#[C:18][C:19]2[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=2)=[CH:15][CH:14]=[CH:13][C:12]=1[C:25]#[C:26][C:27]1[CH:32]=[CH:31][N:30]=[CH:29][CH:28]=1)(=O)C.C[O-].[Na+].C(=O)([O-])O.[Na+]>CO>[O:7]([CH2:8][CH2:9][O:10][C:11]1[C:12]([C:25]#[C:26][C:27]2[CH:32]=[CH:31][N:30]=[CH:29][CH:28]=2)=[CH:13][CH:14]=[CH:15][C:16]=1[C:17]#[C:18][C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1)[CH:6]1[O:33][C@H:34]([CH2:45][OH:46])[C@@H:35]([OH:41])[C@H:36]([OH:37])[C@H:5]1[OH:4]

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 10942334Sodium MethoxideHCID 67284238HCID 67284238, compound

Product 1

HCID 67284761HCID 67284761, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-[2,6-Bis(4-pyridylethynyl)phenoxy]ethyl 2,3,4,6-tetra-O-acetyl-D-glucopyranoside (600 mg, 0.895 mmol) and a methanol (90 ml) solution of sodium methoxide (242 mg, 4.47 mmol) were stirred at room temperature for 12 hours. The reaction mixture was neutralized with a sodium hydrogen carbonate aqueous solution, and concentrated under reduced pressure. The residue was washed with water, and dried to obtain 391 mg of the target product as a white solid (yield: 87%).

Workup

  1. concentrationconcentrated under reduced pressure
  2. washThe residue was washed with water
  3. customdried

Sources & evidence

ORD record
ord-6d6aea87752d49ff8c769bd15f731d89
Source dataset
uspto-grants-2014_07
Patent number
US08791261B2

Reaction notes

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