Carbon Dioxide → HCID 178516779, compound

HRID 1419489Notes

Reaction equation

HRID 1419489 reaction equation
NC[C:3]([C:5]1[N:6]=[CH:7][N:8]([C@@H:15]2[O:20][C@H:19]([CH2:21][OH:22])[C@@H:17]([OH:18])[C@@H:16]2[F:23])[C:9]=1[N:10]=[CH:11][N:12](C)[CH3:13])=[O:4].C(=O)=O>C[O-].[Na+].CO>[F:23][C@H:16]1[C@H:17]([OH:18])[C@@H:19]([CH2:21][OH:22])[O:20][C@H:15]1[N:8]1[C:9]2[N:10]=[CH:11][NH:12][CH2:13][C:3](=[O:4])[C:5]=2[N:6]=[CH:7]1

Participants

5

Reactant 2

HCID 280Carbon DioxideHCID 537945214-aminoacetyl-1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-(dimethylaminomethyleneamino)imidazole

Product 1

HCID 178516779HCID 178516779, compoundYield 30.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 10942334Sodium MethoxideSolvent

Procedure

Compound (41) (18 mg) obtained in item (8) above was dissolved in a 0.1M sodium methylate solution (0.72 ml) in methanol, and the resultant solution was allowed to stand at room temperature overnight. The reaction solution as formed was neutralized with addition of dry ice and then concentrated to leave a residue. The residue was purified by silica gel column chromatography (developer: the lower layer of water-methanol-chloroform, 1:2:4), affording the titled compound (42) (4.7 mg) as a colorless solid. Yield: 30%.

Workup

  1. customThe reaction solution as formed
  2. concentrationconcentrated
  3. customto leave a residue
  4. customThe residue was purified by silica gel column chromatography (developer

Sources & evidence

ORD record
ord-dfc6ff5146c4499593f0d5eb92ef8570
Source dataset
uspto-grants-1999_03
Patent number
US05886167

Reaction notes

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