反応式
[NH:1]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][C:4](=[O:7])[O:5][CH3:6].ON1C(=O)CCC1=O.[CH2:26]1[CH2:31][CH2:30][C:29]([CH2:36][NH2:37])([CH2:32][C:33]([OH:35])=[O:34])[CH2:28][CH2:27]1.C(=O)([O-])O.[Na+]>C(#N)C>[NH:1]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][C:4](=[O:7])[O:5][CH3:6].[CH2:26]1[CH2:27][CH2:28][C:29]([CH2:36][NH2:37])([CH2:32][C:33]([OH:35])=[O:34])[CH2:30][CH2:31]1参加物
実験手順
To a solution of Boc-Asp(OMe)-OH (5 g, 20 mmol) in acetonitrile (100 mL) was added N-hydroxysuccinimide (2.53 g, 22 mmol) and N,N-dicyclohexylcarbodiimide (4.5 g, 22 mmol). The reaction was stirred at ambient temperature for 4 h. The reaction mixture was filtered directly into an aqueous solution (100 mL) of gabapentin (3.77 g, 22 mmol) and sodium hydrogencarbonate (1.85 g, 22 mmol) and the resulting mixture stirred at ambient temperature for 16 h. The reaction was concentrated under reduced pressure, the residue dissolved in ethyl acetate/diethyl ether (1:1, 300 mL) and washed with 0.1M aqueous potassium hydrogensulfate (2×500 mL). The organic phase was separated, dried over Na2SO4, filtered, and concentrated to dryness under reduced pressure to afford Boc-Asp(OMe)-Gabapentin as a white solid (7.8 g, 19.5 mmol, 98%).
後処理
- stirringthe resulting mixture stirred at ambient temperature for 16 h
- concentrationThe reaction was concentrated under reduced pressure
- dissolutionthe residue dissolved in ethyl acetate/diethyl ether (1:1, 300 mL)
- washwashed with 0.1M aqueous potassium hydrogensulfate (2×500 mL)
- customThe organic phase was separated
- dry with materialdried over Na2SO4
- filtrationfiltered
- concentrationconcentrated to dryness under reduced pressure
出典と根拠
- ORDレコード
- ord-a5352857d5b9435d9c482e161179277d
- 出典データセット
- uspto-grants-2008_09
- 特許番号
- US07420002B2
関連ノート
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