Reaktion #357775

Reaktionsgleichung

Methyl (4S)-4-[(tert-butoxycarbonyl)amino]-1-(1-hydroxy-1-methylethyl)cyclopent-2-ene-1-carboxylate

→

desired product

Ausbeute 86.0%

Methyl (3S)-3-[(tert-Butoxycarbonyl)amino]-1-(1-hydroxy-1-methylethyl)cyclopentanecarboxylate

Ausbeute 86.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigepurged with N2
2. 2
   workup.ADDITION10% Palladium on carbon (0.14 g) was added
3. 3
   FiltrationThe mixture was filtered through celite
4. 4
   Waschenwashed with methylene chloride
5. 5
   Einengenconcentrated

Vorschrift

Methyl (4S)-4-[(tert-butoxycarbonyl)amino]-1-(1-hydroxy-1-methylethyl)cyclopent-2-ene-1-carboxylate (1.4 g, 4.7 mmol) was dissolved in ethanol (30 mL) in a Parr flask and purged with N2. 10% Palladium on carbon (0.14 g) was added and the mixture was shaken overnight under nitrogen at 50 psi. The mixture was filtered through celite, washed with methylene chloride and concentrated to give the desired product (1.06 g, 86%).

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