1,2-Dichloroethane → benzyl 6-{bis[2-({2-[(alpha-L-fucopyranosyl)oxy]ethyl}amino)-2-oxoethyl]amino}-6-oxohexanoate
反応式
[CH2:1]([O:8][C:9](=[O:25])[CH2:10][CH2:11][CH2:12][CH2:13][C:14]([N:16]([CH2:21][C:22]([OH:24])=O)[CH2:17][C:18]([OH:20])=O)=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:26]([CH2:37][CH2:38][NH2:39])[C@@H:27]1[O:35][C@@H:34]([CH3:36])[C@@H:32]([OH:33])[C@@H:30]([OH:31])[C@@H:28]1[OH:29].[CH2:40](Cl)[CH2:41]Cl>CN(C=O)C.CN(C1C=CN=CC=1)C>[C@@H:27]1([O:26][CH2:37][CH2:38][NH:39][C:22](=[O:24])[CH2:21][N:16]([CH2:17][C:18](=[O:20])[NH:39][CH2:38][CH2:37][O:26][C@@H:27]2[O:35][C@@H:40]([CH3:41])[C@@H:32]([OH:33])[C@@H:30]([OH:31])[C@@H:28]2[OH:29])[C:14](=[O:15])[CH2:13][CH2:12][CH2:11][CH2:10][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[O:25])[O:35][C@@H:34]([CH3:36])[C@@H:32]([OH:33])[C@@H:30]([OH:31])[C@@H:28]1[OH:29]参加物
6
反応物 3
生成物 1
試薬・触媒・溶媒 2
実験手順
To a stirred solution of 2,2′-{[6-(benzyloxy)-6-oxohexanoyl]imino}diacetic acid (800 mg, 2.277 mmol) in DMF (12 mL) at room temperature was added 2-aminoethyl α-L-fucopyranoside (1.132 g, 5.46 mmol), DMAP (834 mg, 6.83 mmol) and EDC (1.528 g, 7.97 mmol). After stirring at rt for 16 hr, the reaction mixture was concentrated and the residue was purified by flash chromatography on C18 reverse phase silica gel (120 g), eluting with 0-40% AcCN in water, to give the title compound. LC-MS Method A: m/e=730.26 [M+1]; Rt=1.42 min.
後処理
- concentrationthe reaction mixture was concentrated
- customthe residue was purified by flash chromatography on C18 reverse phase silica gel (120 g)
- washeluting with 0-40% AcCN in water
出典と根拠
- ORDレコード
- ord-3ff88908113a4ee9aed8e25a586426fb
- 出典データセット
- uspto-grants-2016_08
- 特許番号
- US09427475B2
反応ノート
読み込み中…