HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 9-((2S,3S,4R,5S)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Mercapto-ethanol | HCID 4713212 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | [(2S,3S,4S,5S)-3,4-dibenzoyloxy-5-(6-chloropurin-9-yl)oxolan-2-yl]methyl benzoate | HCID 86749850 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 9-((2S,3S,4R,5S)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one | HCID 135522261 | 1,359.3% |
Reaction Steps
A mixture of 9 (1.05 g, 1.70 mmol), mercaptoethanol (0.48 ml, 6.9 mmol), and NaOMe in MeOH (100 ml) was refluxed for four hours. The reaction mixture was cooled, neutralized with glacial acetic acid and evaporated to dryness. The solid obtained was washed with CHCl3 and the residue was crystallized from EtOH to give pure 11 (6.198 g, 47%) as white crystals: m.p. 212°-213° C. (dec).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05559101 |
| Source dataset | uspto-grants-1996_09 |
| ORD ID | ord-794e0b8755f44ed58195358b0017c76e |
| Source note | uspto-grants-1996_09 |