反応式
[CH2:1]1[C:5]2([CH2:10][CH2:9][NH:8][CH2:7][CH2:6]2)[CH2:4][CH2:3][N:2]1[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12].[CH3:18][C:19]1[CH:23]=[CH:22][S:21][C:20]=1[CH:24]=O.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[OH-].[Na+]>C(O)(=O)C.CN(C)C=O>[CH3:18][C:19]1[CH:23]=[CH:22][S:21][C:20]=1[CH2:24][N:8]1[CH2:7][CH2:6][C:5]2([CH2:1][N:2]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:3][CH2:4]2)[CH2:10][CH2:9]1参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
実験手順
To a 1% acetic acid-dimethylformamide (10 mL) solution of tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (1.28 g) and 3-methylthiophene-2-carboaldehyde (700 mg), sodium triacetoxyborohydride (1.96 g) was added. The reaction solution was stirred at room temperature for 15 hours. To the reaction solution, an aqueous 5N sodium hydroxide solution (10 mL) was added. The aqueous layer was washed twice with dichloromethane (100 mL) The combined organic layer was washed with saturated sodium chloride solution (50 mL) and then dried over anhydrous magnesium sulfate. After removing the anhydrous magnesium sulfate by filtration, the filtrate was concentrated. The residue was purified by silica gel chromatography (n-hexane:ethyl acetate=1:1→1:3) to obtain the title compound (1.14 g) having the following physical properties.
後処理
- washThe aqueous layer was washed twice with dichloromethane (100 mL) The combined organic layer
- washwas washed with saturated sodium chloride solution (50 mL)
- dry with materialdried over anhydrous magnesium sulfate
- customAfter removing the anhydrous magnesium sulfate
- filtrationby filtration
- concentrationthe filtrate was concentrated
- customThe residue was purified by silica gel chromatography (n-hexane:ethyl acetate=1:1→1:3)
出典と根拠
- ORDレコード
- ord-ad09893287d1424ba1b6a8be8aafcf87
- 出典データセット
- uspto-grants-2013_12
- 特許番号
- US08614323B2
関連ノート
読み込み中…