Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trityl chloride | HCID 6456 | — |
| Reactant | Uridine, 5'-amino-2',5'-dideoxy- | HCID 451827 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 11431328 | HCID 11431328 | 49% |
Reaction Steps
5′-Amino-2′,5′-dideoxyuridine (0.200 g, 0.88 mmol) was taken in dry pyridine (5 mL) and the mixture was sonicated for a few minutes. Trityl chloride (0.278 g, 1.00 mmol) was added and the reaction mixture was stirred at 50° C. overnight. The reaction was then quenched with water (20 mL). The crude mixture was extracted with DCM (3×10 mL). The organic layers were combined, washed with water (10 mL), dried over MgSO4 and concentrated on the rotary evaporator. The resultant brown oil was further purified by silica gel column chromatography (Isolute Si column) using a gradient elution of 0→10% CH3OH in CHCl3. The fractions with Rf=0.28 (10% CH3OH/CHCl3) were pooled and evaporated to dryness to yield the title compound as a white solid (0.202 g, 49%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07601702B2 |
|---|
| Source dataset | uspto-grants-2009_10 |
|---|
| ORD ID | ord-64f198f13ab844388c384c16a7ebc4f8 |
|---|
| Source note | uspto-grants-2009_10 |
|---|