Barium Carbonate → (4R,6S)-6-(dimethoxymethyl)-4-hydroxy-tetrahydropyran-2-one
反応式
[CH3:1][O:2][CH:3]([O:12][CH3:13])[C@H:4]1[O:9][CH:8]([OH:10])[CH2:7][C@H:6]([OH:11])[CH2:5]1.C(=O)([O-])[O-].[Ba+2].BrBr>O>[CH3:1][O:2][CH:3]([O:12][CH3:13])[C@H:4]1[O:9][C:8](=[O:10])[CH2:7][C@H:6]([OH:11])[CH2:5]1参加物
5
反応条件
- 温度
- 2.5 °C
実験手順
To a solution of 1.4 g of (4R,6S)-6-(dimethoxymethyl)-tetrahydro-2H-pyran-2,4-diol (I′) in 100 mL of water, 2.4 g of barium carbonate and 0.5 mL of bromine at 0° C. are added. After 3 hours of stirring at 0-5° C., the product II′ is extracted three times with 300 mL of ethyl acetate. Finally ethyl acetate is distilled off. The residue is flash chromatographed (DIPE/acetonitrile 2/1). The solvents are distilled off to get the title compound.
後処理
- extractionthe product II′ is extracted three times with 300 mL of ethyl acetate
- distillationFinally ethyl acetate is distilled off
- customchromatographed (DIPE/acetonitrile 2/1)
- distillationThe solvents are distilled off
出典と根拠
- ORDレコード
- ord-ca10defe221e4410addca8d1efc65d9c
- 出典データセット
- uspto-grants-2013_06
- 特許番号
- US08471045B2
反応ノート
読み込み中…