(R)-phenylmethyl-[1-methyl-2-oxo-2-(1H-pyrrol-1-ylamino)ethyl]carbamate → (R)-2-Amino-N-1H-pyrrol-1-ylpropanamide
反応式
C1(COC(=O)[NH:10][C@H:11]([CH3:20])[C:12](=[O:19])[NH:13][N:14]2[CH:18]=[CH:17][CH:16]=[CH:15]2)C=CC=CC=1>[Pd].CO>[NH2:10][C@H:11]([CH3:20])[C:12]([NH:13][N:14]1[CH:18]=[CH:17][CH:16]=[CH:15]1)=[O:19]参加物
4
実験手順
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.
後処理
- customThe catalyst was removed by filtration through a pad of celite
- washthe filter cake was washed with methanol
- concentrationThe combined filtrates were concentrated
- customthe residue purified via flash column chromatography (silica gel, 30% EtOH/EtOAc)
出典と根拠
- ORDレコード
- ord-c528093e01ac42e9a0fe2e4ed13ffd9a
- 出典データセット
- uspto-grants-1996_11
- 特許番号
- US05576446
反応ノート
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