HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → Benzoic acid 5-(6-benzoylamino-purin-9-yl)-4-fluoro-2-trityloxymethyl-tetrahydro-furan-3-yl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | HCID 68594081 | HCID 68594081 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | Benzoic acid 5-(6-benzoylamino-purin-9-yl)-4-fluoro-2-trityloxymethyl-tetrahydro-furan-3-yl ester | HCID 86641135 | 198.5% |
Reaction Steps
Compound 55.2 (18.2 mmol) in pyridine (180 mL) was treated with BzCl (6.33 mL, 54.6 mmol) and stirred overnight. The solvent was removed in vacuo and the solid was dissolved in EtOAc (100 mL) and washed with H2O (2×50 mL). The solution was dried over MgSO4, filtered, and subjected to Combiflash purification (SiO2, 330 g, 0-100% EtOAc-hexanes gradient) which afforded 55.3 as a white solid (13.0 g, 96%, two steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324179B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-3beb626a782a4fd790fcdb88dce83e7c |
| Source note | uspto-grants-2012_12 |