反応式
[N+:1]([C:4]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[CH:10]=[CH:9][C:5]=1[C:6](Cl)=[O:7])([O-:3])=[O:2].[N+](C1C=C([N+]([O-])=O)C=CC=1C(O)=O)([O-])=O.[NH2:31][C@H:32]([C:34]([OH:36])=[O:35])[CH3:33].C(=O)([O-])[O-].[Na+].[Na+]>>[N+:1]([C:4]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[CH:10]=[CH:9][C:5]=1[C:6]([NH:31][C@@H:32]([CH3:33])[C:34]([OH:36])=[O:35])=[O:7])([O-:3])=[O:2]参加物
実験手順
As shown in scheme H, 2,4-dinitrobenzoyl chloride prepared from 2,4-dinitrobenzoic acid is treated with L-alanine in presence of sodium carbonate to yield (S)-2-(2,4-dinitrobenzamido)propanoic acid (intermediate 11). Treatment of intermediate 11 either with K18F or K19F gave (S)-2-(2-fluoro-4-nitrobenzamido)propanoic acid, which on reduction with iron powder in presence of acetic acid gave (S)-2-(4-amino-2-fluorobenzamido)propanoic acid (compound 10). In an analogous manner, treatment of 2,4-dinitrobenzoyl chloride with D-alanine gave (R)-2-(2,4-dinitrobenzamido)propanoic acid (intermediate 12), which on treatment either with K18F or K19F and further reduction with iron powder gave (R)-2-(4-amino-2-fluorobenzamido)propanoic acid (compound 11).
出典と根拠
- ORDレコード
- ord-c04d48134fae4f0484ab5ad114de70a6
- 出典データセット
- uspto-grants-2014_12
- 特許番号
- US08906344B2
関連ノート
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