HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 137108729, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 137190216 | HCID 137190216 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 137108729 | HCID 137108729 | 36% |
Reaction Steps
To a solution of [(2R,3R,5S)-5-[(1S)-1-acetoxypropyl]-2-(5-amino-2,7-dioxo-6H-thiazolo[4,5-d]pyrimidin-3-yl)tetrahydrofuran-3-yl]acetate (compound 6h, 210 mg, 0.5 mmol) in methanol (25 mL) was added K2CO3 (136 mg, 1 mmol). After being stirred at room temperature for 10 min, the reaction was adjusted to pH 7.0 by addition of HOAc (120 mg, 2 mmol), concentrated in vacuo and the residue was purified by preparative HPLC to afford 66.7 mg of [(1S)-1-[(2S,4R,5R)-5-(5-amino-2,7-dioxo-6H-thiazolo[4,5-d]pyrimidin-3-yl)-4-hydroxy-tetrahydrofuran-2-yl]propyl]acetate (Example 6) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09441008B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-21b3ee7749cc4678b343db0cabe2fa93 |
| Source note | uspto-grants-2016_09 |