反応式
[C:1](=[O:4])([O-])[O-:2].[Li+].[Li+].[CH3:7][C:8]([OH:10])=[O:9].[CH2:11]([O:14][CH2:15][C@H:16](NC(=O)OC(C)(C)C)[C@H:17]1[CH2:19][O:18]1)[CH:12]=[CH2:13].C(O)(=O)[CH2:29][C:30]([CH2:35]C(O)=O)([C:32](O)=O)O>CN(C=O)C>[C:8]([O:10][CH2:19][C@@H:17]([OH:18])[C@@H:16]([C:1]([O:2][C:30]([CH3:35])([CH3:32])[CH3:29])=[O:4])[CH2:15][O:14][CH2:11][CH:12]=[CH2:13])(=[O:9])[CH3:7]参加物
6
反応条件
- 温度
- 110 °C
実験手順
To a solution of lithium carbonate (0.10 g, 1.4 mmol) in DMF (2.5 mL), was added AcOH (0.078 mL, 1.4 mmol) and the solution stirred for a period of 5 min. To this mixture was added a solution of tert-butyl (S)-2-(allyloxy)-1-((S)-oxiran-2-yl)ethylcarbamate (0.11 g, 0.45 mmol) in DMF (2.5 mL). The mixture was heated to 110° C. overnight then cooled to ambient temperature. The cooled mixture was poured onto H2O and 1 N citric acid (20 mL). The aqueous phase was extracted with EtOAc (3×20 mL) and the organic extracts were dried (Na2SO4), filtered, and conc. in vacuo to afford the title compound as a yellow oil. The crude material was used without further purification. MS m/z: 326 (M+23)
後処理
- temperaturethen cooled to ambient temperature
- extractionThe aqueous phase was extracted with EtOAc (3×20 mL)
- dry with materialthe organic extracts were dried (Na2SO4)
- filtrationfiltered
出典と根拠
- ORDレコード
- ord-4c5a8b0f2f8745ecac2544d71886f978
- 出典データセット
- uspto-grants-2010_06
- 特許番号
- US07745484B2
関連ノート
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