HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 86760140, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 15-Crown-5 | HCID 36336 | — |
| Reactant | 1-bromo-4-triethylsilyloxy-4-methyl-(2E)-pentene | HCID 22027646 | — |
| Reactant | 1alpha,3beta-Bis(tert-butyldimethylsilyloxy)-17-(hydroxymethyl)androsta-5,7,16-triene | HCID 67301438 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86760140 | HCID 86760140 | 100% |
Reaction Steps
1α,3β-Bis(tert-butyldimethylsilyloxy)-17-(hydroxymethyl)androsta-5,7,16-triene (400 mg, 0.734 mmol), 1-bromo-4-triethylsilyloxy-4-methyl-(2E)-pentene (431 mg, 1.47 mmol), sodium hydride (60% in oil, 88 mg, 2.20 mmol), 15-crown-5 (162 mg, 0.735 mmol) and tetrahydrofuran (1 ml) were subjected to reaction using a procedure similar to that of Example 5(1) (at room temperature for 2 hours), worked up and purified by column chromatography (hexane:toluene=3:2) to give the titled compound (556 mg, 100%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07074777B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-d73a24bb858946d1bbd1c0ffe34a20a8 |
| Source note | uspto-grants-2006_07 |