반응 #166879

반응 방정식

(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

수율 95.1%

용매

ethanol

반응 조건

후처리

1. 1
   온도maintained with a balloon
2. 2
   기타After 16 hours the hydrogen was removed
3. 3
   workup.ADDITIONCELITE was added to the mixture
4. 4
   workup.STIRRINGwith stirring
5. 5
   여과the mixture was filtered though a pad of CELITE
6. 6
   기타The solvent was removed under reduced pressure
7. 7
   기타the resulting residue was azeotroped with toluene

실험 절차

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.

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