Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Anisole | HCID 7519 | — |
| Reactant | Zidovudine | HCID 35370 | — |
| Reactant | N-(tert-butoxycarbonyl)glycine | HCID 78288 | — |
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | chloroform N,N-dimethylformamide | HCID 21754633 | — |
| Product | HCID 131723454 | HCID 131723454 | — |
Reaction Steps
In a mixture of chloroform-DMF (1:1) was dissolved AZT (1.0 g), and to the solution were added under ice-cooling Boc-Gly-OH (1.32 g) and DMAP (0.46 g). The mixture was stirred overnight. The reaction solution was concentrated under reduced pressure, and the residue was dissolved in ethyl acetate. The solution was successively washed with 5% citric acid solution, 5% sodium hydrogencarbonate solution and saturated brine, dried with anhydrous sodium sulfate, and concentrated under reduced pressure. To the residue was added n-hexane, and precipitates were filtered to give white powder. To the white powder were added anisole (0.25 ml) and 4N HCl/dioxane (5 ml), and the mixture was stirred at room temperature for 1 hour. The reaction solution was concentrated under reduced pressure, and to the residue was added diethylether. Precipitates were filtered to give the title compound as white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06440946B1 |
|---|
| Source dataset | uspto-grants-2002_08 |
|---|
| ORD ID | ord-9bc368fa313a477a8000ce17616b45e3 |
|---|
| Source note | uspto-grants-2002_08 |
|---|