HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Azide → 1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-4-azidoacetyl-5-(dimethylaminomethyleneamino) imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | methyl 2-deoxy-2-fluoro-beta-D-ribofuranoside | HCID 15736157 | — |
| Reactant | 1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-4-chloroacetyl-5-(dimethylaminomethyleneamino)imidazole | HCID 53871729 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-4-azidoacetyl-5-(dimethylaminomethyleneamino) imidazole | HCID 54278309 | 92% |
Reaction Steps
Compound (38) (60 mg) obtained in item (5) above was dissolved in N,N-dimethylformamide (1.2 ml), to which sodium azide (27 mg) was added and the mixture so obtained was stirred at room temperature for 2 hours. The resulting reaction solution was concentrated and the residue as formed was extracted with chloroform. The solution in chloroform thus formed was washed with water, dried over anhydrous sodium sulfate and then concentrated to afford the titled compound (39) (56 mg) as a syrup. Yield: 92%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05886167 |
| Source dataset | uspto-grants-1999_03 |
| ORD ID | ord-012005f12e424b6e964c1cd53254ad3f |
| Source note | uspto-grants-1999_03 |