HuagongsheHuagongshe Chemistry Print Report · For research reference only
D-Ribofuranose, 1,2,3,5-tetraacetate → 5-amino-3-(2,3,5-tri-O-acetyl-beta-ribofuranosyl)thiazolo(4,5-d)pyrimidine-2,7-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | D-Ribofuranose, 1,2,3,5-tetraacetate | HCID 9797055 | — |
| Reactant | 5-Aminothiazolo[4,5-d]pyrimidine-2,7(3H,6H)-dione | HCID 135743639 | — |
| Product | 5-amino-3-(2,3,5-tri-O-acetyl-beta-ribofuranosyl)thiazolo(4,5-d)pyrimidine-2,7-dione | HCID 135434785 | — |
Reaction Steps
Compound 4 (10 g, 54.4 mmol) was glycosylated exactly as described for the synthesis of 6 except that the sugar used in this case was the 1,2,3,5-tetra-O-acetyl-D-ribofuranose (20.7 g, 65.1 mmol). After the usual workup the crude residue was flash chromatographed on silica gel using 10% methanol in dichloromethane. Yield of pure material 7.1 g (29%) as a dry foam or amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05041426 |
| Source dataset | uspto-grants-1991_08 |
| ORD ID | ord-3f78946843c34a4c86cb1759b52817bd |
| Source note | uspto-grants-1991_08 |