반응 #320823

ord-ed41e9a71f4542799034bed3d12bf60d

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도at reflux temperature for 8 hrs
  2. 2
    기타the organic solution was evaporated to dryness under reduced pressure
  3. 3
    추출The residue was extracted with ethyl acetate
  4. 4
    건조the organic layer was dried over anhydrous sodium sulfate
  5. 5
    기타evaporated to dryness under reduced pressure
  6. 6
    기타The crude product was purified by flash-chromatography

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05593982uspto-grants-1997_01