反応式
[CH3:1][O:2][C:3]1([C:16](=[O:24])[C:17](=[N+]=[N-])[C:18](=[O:21])[CH2:19][CH3:20])[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1>ClCCl.Cl.CC([O-])=O.CC([O-])=O.CC([O-])=O.CC([O-])=O.[Rh+2].[Rh+2]>[O:24]=[C:16]1[C:3]2([CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]2)[O:2][CH2:1][CH:17]1[C:18](=[O:21])[CH2:19][CH3:20]参加物
5
実験手順
A solution of rhodium acetate dimer (0.002 g, 0.005 mmol) in dichloromethane (27 mL) was heated to 81° C. A solution of tert-butyl 4-methoxy-4-(2-diazo-1,3-dioxopent-1-yl)piperidine-1-carboxylate (0.092 g, 0.270 mmol) from Step D in dichloromethane (7 mL) was added slowly dropwise over 12 min. The reaction mixture was refluxed for 45 min then poured into IN hydrochloric acid, and extracted three times with dichloromethane. The organic layers were combined, washed with saturated sodium chloride solution, dried over sodium sulfite, filtered, and concentrated. The residue was purified by flash chromatography eluting with 10% ethyl acetate/dichloromethane to afford the title compound (0.034 g).
後処理
- temperatureThe reaction mixture was refluxed for 45 min
- extractionextracted three times with dichloromethane
- washwashed with saturated sodium chloride solution
- dry with materialdried over sodium sulfite
- filtrationfiltered
- concentrationconcentrated
- customThe residue was purified by flash chromatography
- washeluting with 10% ethyl acetate/dichloromethane
出典と根拠
- ORDレコード
- ord-877888e2a7554dd4b0bc69673d1bcb3a
- 出典データセット
- uspto-grants-2006_08
- 特許番号
- US07091211B2
関連ノート
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