HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorotrimethylsilane → N2-Methoxytrityl-9-[(2R)-2-deoxy-2-C-ethynyl-2-fluoro-beta-D-erythro-pentofuranosyl]guanine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Methoxytrityl chloride | HCID 14429619 | — |
| Reactant | 9-[(2R)2-Deoxy-2-C-ethynyl-2-fluoro-beta-D-erythro-pentofuranosyl]adenine | HCID 86624780 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N2-Methoxytrityl-9-[(2R)-2-deoxy-2-C-ethynyl-2-fluoro-beta-D-erythro-pentofuranosyl]guanine | HCID 136343925 | — |
Reaction Steps
To a stirred solution of 7i (5.18 mmol) in pyridine (7 ml/mmol) was added trimethylsilyl chloride at room temperature. The mixture was stirred at room temperature for 6 hours. Methoxytrityl chloride (6.21 mmol) was then added and the reaction mixture was stirred at room temperature for 16 hours and 2 hours with NH4OH (4 ml/mmol). The mixture was diluted with ethyl acetate, washed with H2O, sat NaHCO3 solution and sat NaCl solution, dried over Na2SO4, filtered and evaporated. The crude material was purified by silica gel chromatography (DCM/MeOH) to yield the title compound. Yellowish oil. Molecular Formula C32H28FN5O5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902202B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-3e53c570e06d40b499ad3de21102a3c2 |
| Source note | uspto-grants-2011_03 |