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 | 5'-Azido-5-bromo-2'-deoxyuridine | HCID 54449921 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 5-Bromo-2'-deoxyuridine | HCID 6035 | — |
| Product | 5'-Amino-5-bromo-2'-deoxyuridine | HCID 53862745 | — |
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 THF and this solution is added to hexanes. The precipitate is collected and the solid triturated with the appropriate solvent to afford the 5'-amino-5-bromo-2'-deoxyuridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05217866 |
| Source dataset | uspto-grants-1993_06 |
| ORD ID | ord-d829be7038bf463ca5d588ce10665c9e |
| Source note | uspto-grants-1993_06 |