反応式
CS(C)=O.FC(F)(F)C(OC(=O)C(F)(F)F)=O.[C:18]([N:25]1[CH2:29][C@H:28]([O:30][Si:31]([C:34]([CH3:37])([CH3:36])[CH3:35])([CH3:33])[CH3:32])[CH2:27][C@H:26]1[CH2:38][OH:39])([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19].C(N(CC)CC)C>ClCCl>[C:18]([N:25]1[CH2:29][C@H:28]([O:30][Si:31]([C:34]([CH3:37])([CH3:36])[CH3:35])([CH3:33])[CH3:32])[CH2:27][C@H:26]1[CH:38]=[O:39])([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19]参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
実験手順
To a solution of 1 ml (14.1 mmol) of DMSO in 7 ml of dichloromethane were added 1.48 ml (10.4 mmol) of trifluoroacetic anhydride in 3.5 ml of dichloromethane at −78° C. under a slight stream of argon. After 10 min, 2.35 g (7 mmol) of (2S,4R)-1-Boc-4-[t-butyldimethylsilyloxy]-2-(hydroxymethyl)pyrrolidine, prepared as in Example 171A, in 7 ml of dichloromethane was added to this mixture at the same temperature. The reaction mixture was stirred for 1 hour. To this solution was added 3 ml (21.5 mmol) of triethylamine. The reaction mixture was stirred for 1 hour at −78° C., slowly warmed to room temperature, and concentrated. The residue was chromatographed on silica gel (9:1 hexanes-ethyl acetate to yield 1.08 g (47%) of (2S,4R)-1-Boc-4-[t-butyldimethylsilyloxy]-pyrrolidin-2-aldehyde as an oil:
後処理
- stirringThe reaction mixture was stirred for 1 hour at −78° C.
- concentrationconcentrated
- customThe residue was chromatographed on silica gel (9:1 hexanes-ethyl acetate
出典と根拠
- ORDレコード
- ord-77092eb13352433bae14428df84b8526
- 出典データセット
- uspto-grants-2001_10
- 特許番号
- US06310095B1
関連ノート
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