Sodium borohydride → 4-Hydroxy-cyclopentane-1,2-dicarboxylic acid, dimethyl ester
反応式
[BH4-].[Na+].[CH3:3][O:4][C:5]([C@@H:7]1[CH2:11][C:10](=[O:12])[CH2:9][C@@H:8]1[C:13]([O:15][CH3:16])=[O:14])=[O:6]>CO>[CH3:16][O:15][C:13]([CH:8]1[CH2:9][CH:10]([OH:12])[CH2:11][CH:7]1[C:5]([O:4][CH3:3])=[O:6])=[O:14]参加物
4
実験手順
Sodium borohydride (1.11 g, 0.029 mol) was added to a stirred solution of (1R,2S)-4-oxo-cyclopentane1,2-dicarboxylic acid dimethyl ester (4.88 g, 0.0244 mol) in methanol (300 mL) at 0° C. After 1 h the reaction was quenched with 90 ml brine, concentrated and extracted with ethyl acetate. The organic phases were pooled, dried, filtered and concentrated. The crude product was purified by flash column chromatography (toluene/ethyl acetate 1:1) which gave the title compound (3.73 g, 76%) as a yellow oil.
後処理
- customAfter 1 h the reaction was quenched with 90 ml brine
- concentrationconcentrated
- extractionextracted with ethyl acetate
- customdried
- filtrationfiltered
- concentrationconcentrated
- customThe crude product was purified by flash column chromatography (toluene/ethyl acetate 1:1) which
出典と根拠
- ORDレコード
- ord-0d4f0fafca1e40148c7432a39726dc7a
- 出典データセット
- uspto-grants-2015_01
- 特許番号
- US08937080B2
反応ノート
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