Reaktion #158925

Reaktionsgleichung

(R)-(3-tert-butoxycarbonylamino-2-oxo-piperidin-1-yl)-acetic acid benzyl ester

hydrogen

hydrogen

→

(R)-(3-tert-butoxycarbonylamino-2-oxo-piperidin-1-yl)-acetic acid

Ausbeute 95.1%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturmaintained with a balloon
2. 2
   SonstigeAfter 16 hours the hydrogen was removed
3. 3
   workup.ADDITIONCELITE was added to the mixture
4. 4
   workup.STIRRINGwith stirring
5. 5
   Filtrationthe mixture was filtered though a pad of CELITE
6. 6
   SonstigeThe solvent was removed under reduced pressure
7. 7
   Sonstigethe resulting residue was azeotroped with toluene

Vorschrift

Palladium on carbon (10%, 500 mg) was added to a solution of (R)-(3-tert-butoxycarbonylamino-2-oxo-piperidin-1-yl)-acetic acid benzyl ester (2.31 g, 6.37 mmol) in ethanol (50 mL). The atmosphere was replaced with hydrogen and maintained with a balloon filled with hydrogen and the above mixture was vigorously stirred. After 16 hours the hydrogen was removed and CELITE was added to the mixture with stirring and then the mixture was filtered though a pad of CELITE. The solvent was removed under reduced pressure and the resulting residue was azeotroped with toluene to provide (R)-(3-tert-butoxycarbonylamino-2-oxo-piperidin-1-yl)-acetic acid (1.65 g, 6.06 mmol, 95%). C12H20N2O5 calculated 272.3 observed [M+1]+ 271.2; rt=1.80 min.

Quelle