HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 20792644, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,2-Diphenylethylamine | HCID 77575 | — |
| Reactant | Acetic acid (2R,3R,4R,5R)-3,4-diacetoxy-5-(6-chloro-2-iodo-purin-9-YL)-tetrahydro-furan-2-ylmethyl ester | HCID 482588 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 20792644 | HCID 20792644 | 95.3% |
Reaction Steps
A mixture of (2R,3R,4R,5R)-4-(acetyloxy)-2-[(acetyloxy)methyl]-5-(6-chloro-2-iodo-9H-purin-9-yl)tetrahydro-3-furanyl acetate (J. Med. Chem., 35, 248, (1992)) (15.2g, 28.2 mmol), 2,2-diphenylethylamine (6.1 g, 30.9 mmol), triethylamine (11.4 g, 112.8 mmol) and acetonitrile (200 ml) was stirred at room temperature, under a nitrogen atmosphere, for 24 hours, followed by heating under reflux for 90 minutes. The solvent was removed under reduced pressure and the residue partitioned between dichloromethane (500 ml) and water (200 ml). The organic phase was separated and the solvent removed under reduced pressure to give the title compound as a pale yellow foam (18.8g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06900309B1 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-6d9e26c3c2ea4a6dbd5c786789754515 |
| Source note | uspto-grants-2005_05 |