HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyldimethylsilyl chloride → N2-Methoxytrityl-9-[(2R)-2-deoxy-2-C-ethynyl-2-fluoro-5-O-tert-butyldimethylsilyl-beta-D-erythro-pentofuranosyl]guanine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | N2-Methoxytrityl-9-[(2R)-2-deoxy-2-C-ethynyl-2-fluoro-beta-D-erythro-pentofuranosyl]guanine | HCID 136343925 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N2-Methoxytrityl-9-[(2R)-2-deoxy-2-C-ethynyl-2-fluoro-5-O-tert-butyldimethylsilyl-beta-D-erythro-pentofuranosyl]guanine | HCID 137227857 | — |
Reaction Steps
To a stirred solution of 12 (2.29 mmol) in pyridine (5 ml) at 0° C., was added tert-butyldimethylsilyl chloride (2.75 mmol). The reaction mixture was stirred at room temperature for 24 hours. It was then diluted in DCM and washed twice with H2O. The organic phase was extracted, 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 C38H44FN5O5Si. Scan ES+ 696 (M+H)+, λmax 260 nm. Scan ES− 694 (M+H)−, UV λmax 260 nm
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902202B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-76b285a9c4cc409396b9c77adea72c89 |
| Source note | uspto-grants-2011_03 |