Reaktion #50659

Reaktionsgleichung

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

→

desired product

Ausbeute 89.3%

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

Ausbeute 89.3%

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 filtrate was concentrated
4. 4
   Sonstigethe residue purified via flash column chromatography (silica gel, 20% EtOH/ethyl acetate)

Vorschrift

The CBZ group of (S)-phenylmethyl-[1-methyl-2-oxo-2-(1H-pyrrol-1-ylamino)ethyl]carbamate (5.50 g) was cleaved in a minimal volume of methanol over 5% Pd-C (0.83 g) with H2 (g) (468 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 filtrate was concentrated and the residue purified via flash column chromatography (silica gel, 20% EtOH/ethyl acetate) to afford 2.62 g of the desired product as an oil which crystallized on standing, m.p. 81°-82° C.

Quelle