Reaktion #2192270

Reaktionsgleichung

intermediate 448.1

(3-(tert-butyldimethylsilyloxy)-5-ethyl-2-fluorophenyl) (4-phenyl-1-trityl-1H-imidazol-2-yl)methanol

TBAF

→

5-ethyl-2-fluoro-3-(hydroxy(4-phenyl-1-trityl-1H-imidazol-2-yl)methyl)phenol

Lösungsmittel

EtOAc

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with H2O (2×) and brine
2. 2
   Trocknendried (Na2SO4)
3. 3
   Einengenconcentrated
4. 4
   SonstigeThe crude product was triturated with hexanes (10 mL)
5. 5
   Sonstigeto afford
6. 6
   Filtrationafter filtration 1.32 g of intermediate 448.2 as a white solid
7. 7
   SonstigeLCMS (2 min gradient) RT=1.81 min, 555.3 (M+H)+

Vorschrift

To a solution of intermediate 448.1 (1.74 g, 2.60 mmol) in 10 mL THF at rt, was added TBAF (1M in THF, 2.60 mL, 2.60 mmol). The mixture was stirred at rt for 30 min, then was diluted with EtOAc, washed with H2O (2×) and brine, dried (Na2SO4) and concentrated. The crude product was triturated with hexanes (10 mL) to afford after filtration 1.32 g of intermediate 448.2 as a white solid. LCMS (2 min gradient) RT=1.81 min, 555.3 (M+H)+.

Quelle