HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 5-Bromo-2'-deoxyuridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Chloroform methanol | HCID 21584188 | — |
| Reactant | 5'-Azido-5-bromo-2'-deoxyuridine | HCID 54449921 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | p-Toluenesulfonic acid | HCID 6101 | — |
| Product | 5-Bromo-2'-deoxyuridine | HCID 6035 | — |
Reaction Steps
The 5'-azido derivative of 5-bromo-2'-deoxy uridine is prepared via the method described above. The 5'-azido-5-bromo-2'-deoxyuridine (1 mmol) is treated with triphenyl phosphine (1.5 mmol) in pyridine at room temperature for 2 h. Concentrated ammonia (1 ml) is added to the reaction vessel. After 14 h the solvent is removed under vacuum. The residue is dissolved in chloroform/ methanol containing one equivalent of p-toluene sulfonic acid, and this solution is added to hexanes. The 5'-amino-5-bromo-2'-deoxyuridine precipitate is collected and dried.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05142047 |
| Source dataset | uspto-grants-1992_08 |
| ORD ID | ord-3ebc1fb9652a4613aadd82a2a585249c |
| Source note | uspto-grants-1992_08 |