Reaktion #50665

Reaktionsgleichung

(R)-phenylmethyl-[1-methyl-2-oxo-2-(1H-pyrrol-1-ylamino)ethyl]carbamate

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product

Ausbeute 77.1%

(R)-2-Amino-N-1H-pyrrol-1-ylpropanamide

Ausbeute 77.1%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe catalyst was removed by filtration through a pad of celite
2. 2
   Waschenthe filter cake was washed with methanol
3. 3
   EinengenThe combined filtrates were concentrated
4. 4
   Sonstigethe residue purified via flash column chromatography (silica gel, 30% EtOH/EtOAc)

Vorschrift

The CBZ group of (R)-phenylmethyl-[1-methyl-2-oxo-2-(1H-pyrrol-1-ylamino)ethyl]carbamate (5.13 g) was cleaved in a minimal volume of methanol over 5% Pd-C (1.03 g) with H2 (g) (436 ml) under atmospheric conditions. The catalyst was removed by filtration through a pad of celite and the filter cake was washed with methanol. The combined filtrates were concentrated and the residue purified via flash column chromatography (silica gel, 30% EtOH/EtOAc), affording 2.11 g of the product as a oil which crystallized on standing, m.p. 63°-66° C.

Quelle