反応式
[C:1]1([C:11](Cl)=[O:12])[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[NH2:14][C@H:15]([C:21]([C:23]1[C:24]([C:30]#[N:31])=[N:25][CH:26]=[C:27]([NH2:29])[CH:28]=1)=[O:22])[CH2:16][CH2:17][C:18](=[O:20])[OH:19].C([O-])(O)=O.[Na+]>O1CCCC1.O>[C:1]1([C:11]([NH:14][C@H:15]([C:21]([C:23]2[C:24]([C:30]#[N:31])=[N:25][CH:26]=[C:27]([NH2:29])[CH:28]=2)=[O:22])[CH2:16][CH2:17][C:18](=[O:19])[OH:20])=[O:12])[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1参加物
反応物 3
生成物 1
試薬・触媒・溶媒 2
実験手順
A solution of 1.91 g (0.009 mol) of 5,6,7,8-tetrahydro-1-naphthoyl chloride in anhydrous tetrahydrofuran (50 cm3) is added dropwise to a solution of 1.5 g (0.0064 mol) of alpha-L-glutamyl-5-aminopyridine-2-carbonitrile and 5.05 g (0.06 mol) of NaHCO3 in 50 cm3 of water. After stirring for 15 minutes at 20 C., the tetrahydrofuran is removed under vacuum and the remaining aqueous solution is acidified to pH 2-3 with a 6 N solution of HCl to give a precipitate of 1.4 g of N-5,6,7,8-tetrahydro-1-naphthoyl-alpha-L-glutamyl-5-aminopyridine-2-carbonitrile (yield: 55%, melting point: 141° C. in the amorphous state) after filtration and trituration in hexane. The sweetening potency of this compound, on a weight basis, is approximately 40,000 (forty thousand) times that of sucrose by comparison with a 2% solution of sucrose, 30,000 (thirty thousand) times by comparison with a 5% solution of sucrose and 20,000 (twenty thousand) times by comparison with a 10% solution of sucrose. This is tantamount to saying that an aqueous solution of 5 mg/1 of the compound has an intense sweet taste equivalent to that of a 10% solution of sucrose, corresponding to the sweetening intensities generally used in food preparations.
後処理
- custom, the tetrahydrofuran is removed under vacuum
出典と根拠
- ORDレコード
- ord-d7083dd8009244c4a4f1f338764d09de
- 出典データセット
- uspto-grants-1993_12
- 特許番号
- US05272272
関連ノート
読み込み中…