Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 70046069 | HCID 70046069 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium bis(2-methoxyethoxy)aluminiumhydride | HCID 21584525 | — |
| Product | HCID 70046675 | HCID 70046675 | 82% |
Reaction Steps
To a solution of 0.40 g of 3β-(3-carbethoxyprop-2-enoxy)-17β-(3-furyl)-5β-androstan-14β-ol in 30 ml of anhydrous tetrahydrofuran, 2 ml of sodium bis(2-methoxyethoxy)aluminum hydride (solution 3.4M in toluene) were added at room temperature. The solution was kept at reflux temperature for 8 hrs, then 10 ml of water were added and the organic solution was evaporated to dryness under reduced pressure. The residue was extracted with ethyl acetate and the organic layer was dried over anhydrous sodium sulfate and evaporated to dryness under reduced pressure. The crude product was purified by flash-chromatography using n-hexane/ethyl acetate 70/30 as eluant to give 0.30 g of 3β-(4-hydroxybutoxy)-17β-(3-furyl)-5β-androstan-14β-ol, as a white pasty solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05593982 |
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| Source dataset | uspto-grants-1997_01 |
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| ORD ID | ord-ed41e9a71f4542799034bed3d12bf60d |
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| Source note | uspto-grants-1997_01 |
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