(Diethylamino)sulfur trifluoride → 3-Fluoroproline
反応式
C[O:2][C:3](=[O:10])[C@@H:4]1[CH:8](O)[CH2:7][CH2:6][NH:5]1.CCN(S(F)(F)[F:17])CC>C(Cl)Cl>[F:17][CH:8]1[CH2:7][CH2:6][NH:5][C@@H:4]1[C:3]([OH:2])=[O:10]参加物
4
実験手順
To a solution of the 3-hydroxyproline methyl ester in DCM at −78° C., DAST (4 eq.) was added dropwise with stirring. The reaction was slowly warmed to rt. It was stirred at rt for 16 h, then diluted with more DCM and washed with cold saturated sodium bicarbonate, dried over sodium sulfate, filtered, concentrated and purified by column chromatography (SiO2, 20-30% ethyl acetate/hexanes) to provide the desired 3-fluoroproline intermediate.
後処理
- stirringIt was stirred at rt for 16 h
- washwashed with cold saturated sodium bicarbonate
- dry with materialdried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated
- custompurified by column chromatography (SiO2, 20-30% ethyl acetate/hexanes)
出典と根拠
- ORDレコード
- ord-33190da509b3481a9b3ae7c841fce7d6
- 出典データセット
- uspto-grants-2012_01
- 特許番号
- US08088804B2
反応ノート
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