반응 #68345

ord-1c2c056ccf0a420fbdc158f06202cda3

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출The reaction mixture was extracted with EtOAc (×3)
  2. 2
    세척the combined organic layer was washed with brine
  3. 3
    건조dried over Na2SO4
  4. 4
    농축concentrated in vacuo
  5. 5
    기타The residue was purified by chromatography on silica gel (0→55% EtOAc-hexanes)

실험 절차

Following General Procedure D, ethyl3-formyl-2-isopropyl-1-(oxazol-2-ylmethyl)-1H-indole-6-carboxylate (Compound 38, 240 mg, 0.70 mmol) in t-BuOH (20 ml), 2-methyl-2-butene (2.0 ml) was added a solution of NaH2PO4 (1.69 g, 14.0 mmol) and NaClO2 (80%, 1.27 g, 14.0 mmol) in H2O (4 ml). The mixture was stirred at room temperature for 12 h. The reaction mixture was extracted with EtOAc (×3) and the combined organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→55% EtOAc-hexanes) to yield the title compound as a light tan solid.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08524917B2uspto-grants-2013_09