HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → (2R)-2-(tert-butyldimethylsilyloxy)-4-(3-pyridyl)-1-butyl para-toluenesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | (2R)-4-(3-pyridyl)-1,2-butanediol | HCID 12972952 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2R)-2-(tert-butyldimethylsilyloxy)-4-(3-pyridyl)-1-butyl para-toluenesulfonate | HCID 54162583 | 66.8% |
Reaction Steps
Prepared according to the method described in Example 26d) from (2R)-4-(3-pyridyl)-1,2-butanediol (5 g) and para-toluenesulfonyl chloride (8.60 g) in pyridine (30 ml) and dichloromethane (30 ml). The resulting adduct was treated with imidazole (3.4 g) and tert-butyldimethylsilyl chloride (5.25 g) in dimethylformamide (20 ml) to give the sub-title compound as an oil (8.7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05977105 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-cec2a2b69eb54f7faf7f4b7e42b89fe9 |
| Source note | uspto-grants-1999_11 |