Reaktion #49172

Reaktionsgleichung

Compound 4a

(6-{2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-pyrrolidin-1-yl}-6-oxo-hexyl)-carbamic acid benzyl ester

→

compound 5

Ausbeute 91.4%

6-Amino-1-{2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-pyrrolidin-1-yl}-hexan-1-one

Ausbeute 91.4%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigepurged with argon
2. 2
   workup.ADDITIONTo the solution was added 10% palladium on carbon (2 g)
3. 3
   SonstigeThe flask was purged with hydrogen 2 times
4. 4
   FiltrationThe reaction mixture was filtered through a pad of Celite
5. 5
   Waschenwashed with ethyl acetate
6. 6
   EinengenThe combined organic layer was concentrated under reduced pressure

Vorschrift

Compound 4a (14.5 g, 21.7 mmol) was dissolved in ethyl acetate (100 mL) and purged with argon. To the solution was added 10% palladium on carbon (2 g). The flask was purged with hydrogen 2 times and stirred further at room temperature under hydrogen atmosphere for overnight. The disappearance of the starting material was confirmed by the TLC. The reaction mixture was filtered through a pad of Celite and washed with ethyl acetate. The combined organic layer was concentrated under reduced pressure to afford compound 5 (10.56 g, 91%) as white solid. This was used as such for the next step.

Quelle