반응 #78415

ord-97c7f9063dd14d3996f8f3c303887406

용매

반응 조건

온도
80°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타the resulting reaction mixture
  2. 2
    온도The solution was cooled to room temperature
  3. 3
    추출extracted with ethyl acetate
  4. 4
    건조The organic extracts were dried over MgSO4
  5. 5
    농축concentrated
  6. 6
    기타The crude product was purified by column chromatography
  7. 7
    세척eluting with hexanes/ethyl acetate (2/1

실험 절차

trans-5-Methoxymethyl-3-tosyl-Cbz-pyrrolidine (3.55 g, 8.8 mmol) was dissolved in DMSO (8.8 mL). Finely ground NaCN(0.65 g, 13.2 mmol) was added, and the resulting reaction mixture was stirred 4 h at 80° C. The solution was cooled to room temperature, diluted with H20 (9 mL) and brine (9 mL), and extracted with ethyl acetate. The organic extracts were dried over MgSO4 and concentrated. The crude product was purified by column chromatography eluting with hexanes/ethyl acetate (2/1, v/v) to afford 2.09 g (87% yield) of the desired product as an oil.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06710186B2uspto-grants-2004_03