HuagongsheHuagongshe Chemistry Print Report · For research reference only
Uridine → HCID 69539402, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Uridine | HCID 6029 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Azane;hydrate | HCID 12896473 | — |
| Reactant | HCID 69539405 | HCID 69539405 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 69539402 | HCID 69539402 | 60% |
Reaction Steps
The method given in the conventional method (2) using DMAP was examined. The results are as follows. To 0.283 g of 3′,5′-O-bis(4-chlorobenzoyl)-2′-deoxyuridine was added 8.5 mL of acetonitrile, 0.221 g of p-toluenesulfonyl chloride, and 0.141 g (2.1 moles base on the uridine derivative) of DMAP, followed by adding dropwise 0.117 g of triethylamine, and the resulting mixture was stirred at room temperature for 22 hours. To this, 5.7 mL of 28% ammonia water was added and the mixture was stirred at room temperature for 2 hours, and then ice-cooled. Crystals were filtered and washed with 60% acetonitrile in water to give 0.17 g of 3′,5′-O-bis(4-chlorobenzoyl)-2′-deoxycytidine. Yield 60%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06822090B2 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-3a2aa8665e4b4626a48ad70d994ff2ee |
| Source note | uspto-grants-2004_11 |