HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → 1alpha,3beta-Dihydroxy-20(S)-(3-ethyl-3hydroxypentylthio)pregna-5,7,16-triene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 1alpha-(tert-butyldimethylsilyloxy)-3beta-hydroxy-20(S)-(3-ethyl-3-hydroxypentylthio)pregna-5,7,16-triene | HCID 12019517 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1alpha,3beta-Dihydroxy-20(S)-(3-ethyl-3hydroxypentylthio)pregna-5,7,16-triene | HCID 12019523 | 64% |
Reaction Steps
Under the same conditions as in Example 9, the crude 1α-(tert-butyldimethylsilyloxy)-3β-hydroxy-20(S)-(3-ethyl-3-hydroxypentylthio)pregna-5,7,16-triene obtained in Example 7, tetrahydrofuran (2 ml) and 1M tetra-n-butylammonium fluoride solution in tetrahydrofuran (2 ml) were reacted and worked up, and then the residue was purified by preparative thin layer chromatography (0.5 mm×2, dichloromethane:ethanol =7:1, developed once) to give the title compound as a colorless oil (42.0 mg, 64%, 2 steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06184398B2 |
| Source dataset | uspto-grants-2001_02 |
| ORD ID | ord-0500cc41d2254b8883d2a0a777af236e |
| Source note | uspto-grants-2001_02 |