Carbon Dioxide → HCID 178516779, compound

HRID 965396Notes

Reaction equation

HRID 965396 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-a2c6fd6da75945259112bd910e96f25e
Source dataset
uspto-grants-1998_06
Patent number
US05773607

Reaction notes

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