反応式
[CH2:1]([O:3][C:4]([C@@:6]1([CH3:12])[CH2:11][CH2:10][CH2:9][NH:8][CH2:7]1)=[O:5])[CH3:2].[O:13]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[O:16][CH2:15][C@@H:14]1[CH2:23]OS(C1C=CC(C)=CC=1)(=O)=O.C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[CH2:1]([O:3][C:4]([C@@:6]1([CH3:12])[CH2:11][CH2:10][CH2:9][N:8]([CH2:23][C@@H:14]2[O:13][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=3[O:16][CH2:15]2)[CH2:7]1)=[O:5])[CH3:2]参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
反応条件
- 温度
- 120 °C
実験手順
A mixture of (S)-ethyl-3-methylpiperidine-3-carboxylate (7.23 g, 42.2 mmol), Toluene-4-sulfonic acid (R)-1-(2,3-dihydro-benzo[1,4]dioxin-2-yl)methyl ester (15.0 g, 44.3 mmol), potassium carbonate (6.42 g, 46.4 mmol) and N,N-dimethyl formamide (50 ml) was heated to 120° C. After 4 hours the reaction mixture was cooled down, water (35 ml) was added and the mixture was extracted twice with ethyl acetate. The combined ethyl acetate layers were evaporated to dryness. Toluene (35 ml) was added to the evaporation residue and the mixture was extracted twice with 1M HCl. The combined acidic water layers were made basic with aq NaOH. The basic water layer was extracted twice with ethyl acetate and the combined ethyl acetate layers were evaporated to dryness to yield 10.8 g (76%) of the title compound.
後処理
- temperatureAfter 4 hours the reaction mixture was cooled down
- extractionthe mixture was extracted twice with ethyl acetate
- customThe combined ethyl acetate layers were evaporated to dryness
- additionToluene (35 ml) was added to the evaporation residue
- extractionthe mixture was extracted twice with 1M HCl
- extractionThe basic water layer was extracted twice with ethyl acetate
- customthe combined ethyl acetate layers were evaporated to dryness
出典と根拠
- ORDレコード
- ord-96417703f9b1430ebfc80281f398aada
- 出典データセット
- uspto-grants-2014_04
- 特許番号
- US08697723B2
関連ノート
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