Reaktion #48619

Reaktionsgleichung

sodium borohydride

(2S,5R)-5-[(1R,2S)-3-(3,5-difluorophenyl)-1-hydroxy-2-nitropropyl]-2-ethoxymorpholine-4-carboxylic acid tert-butyl ester

→

title compound

Ausbeute 70.2%

(2S,5R)-5-[(1S,2S)-2-Amino-3-(3,5-difluoro-phenyl)-1-hydroxypropyl]-2-ethoxymorpholine-4-carboxylic acid tert-butyl ester

Ausbeute 70.2%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenAdd water (˜3 mL) and concentrate
2. 2
   workup.ADDITIONDilute with ethyl acetate
3. 3
   Filtrationfilter through a filtering agent
4. 4
   SonstigePartition the filtrate between ethyl acetate and water
5. 5
   Trocknendry (magnesium sulfate)
6. 6
   Einengenconcentrate

Vorschrift

Add sodium borohydride (0.061 g, 1.62 mmol) portionwise to a solution of (2S,5R)-5-[(1R,2S)-3-(3,5-difluorophenyl)-1-hydroxy-2-nitropropyl]-2-ethoxymorpholine-4-carboxylic acid tert-butyl ester (0.145 g, 0.325 mmol) and nickel (II) chloride (0.063 g, 0.487 mmol) at room temperature in methanol (5 mL) and stir 30 for min. Add water (˜3 mL) and concentrate. Dilute with ethyl acetate and filter through a filtering agent. Partition the filtrate between ethyl acetate and water, dry (magnesium sulfate) and concentrate to give the title compound as a white solid (95 mg, 70%).

Quelle