Реакция #1563953

ord-f3bd386a1b154b69812798e6bfb3c3b7

Уравнение реакции

O=C(O)C(F)(F)F
TFA
CC(C)(C)OC(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)CC1c1cc(F)ccc1F
(4R)-tert-butyl 4-((tert-butyldimethylsilyl)oxy)-2-(2,5-difluorophenyl)pyrrolidine-1-carboxylate
ClCCl
DCM
CC(C)(C)[Si](C)(C)O[C@H]1CNC(c2cc(F)ccc2F)C1.Cl
(4R)-4-((tert-butyldimethylsilyl)oxy)-2-(2,5-difluorophenyl)pyrrolidine hydrochloride

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеReaction mixture
  2. 2
    Концентрированиеwas concentrated under reduced pressure

Методика

TFA (0.27 mL, 0.414 g, 3.63 mmol) was added to a solution of (4R)-tert-butyl 4-((tert-butyldimethylsilyl)oxy)-2-(2,5-difluorophenyl)pyrrolidine-1-carboxylate (0.5 g, 1.21 mmol) in DCM (10 mL) at 0° C. and stirring was continued at 28° C. for 2 hr. Reaction mixture was concentrated under reduced pressure to afford (4R)-4-((tert-butyldimethylsilyl)oxy)-2-(2,5-difluorophenyl)pyrrolidine hydrochloride (Int-57). MS (ESI) m/z 200(M-TBDMS+1, free base)

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09402833B2uspto-grants-2016_08