HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexamethyldisilazane → 2-Sulfanylidene-1-(2,3,5-tri-O-benzoyl-beta-D-ribofuranosyl)-2,3-dihydropyrimidin-4(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexamethyldisilazane | HCID 13838 | — |
| Reactant | Tin tetrachloride | HCID 24287 | — |
| Reactant | beta-D-Ribofuranose, 1-acetate 2,3,5-tribenzoate | HCID 81455 | — |
| Reactant | Thiouracil | HCID 1269845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Sulfanylidene-1-(2,3,5-tri-O-benzoyl-beta-D-ribofuranosyl)-2,3-dihydropyrimidin-4(1H)-one | HCID 13830034 | 64% |
Reaction Steps
0.64 g. (5 mmol) of 2-thiouracil, 2.52 g. (5 mmol) of 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose were combined in 75 ml. of absolute acetonitrile with 0.65 g. (4 mmol) of HMDS, 0,43 g. (4 mmol) of TCS, and 1.56 g. (6 mmol) of SnCl4 and after 7 hours at 24° C. the mixture was worked up as set forth in Example 1, thus obtaining 64% of crystalline 2-thiouridine tribenzoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04209613 |
| Source dataset | uspto-grants-1980_06 |
| ORD ID | ord-e08fad2322454e2985278c4eabc585a2 |
| Source note | uspto-grants-1980_06 |