反応式
[OH:1][C@@H:2]1[CH2:20][CH2:19][C@@:18]2([CH3:21])[C@H:4]([CH2:5][CH2:6][C@@H:7]3[C:17]2=[CH:16][CH2:15][C@@:14]2([CH3:22])[C@H:8]3[CH2:9][CH2:10]/[C:11]/2=[CH:12]/[CH3:13])[CH2:3]1.C(N(CC)CC)C.[C:30](OC(=O)C)(=[O:32])[CH3:31]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[C:30]([O:1][C@@H:2]1[CH2:20][CH2:19][C@@:18]2([CH3:21])[C@H:4]([CH2:5][CH2:6][C@@H:7]3[C:17]2=[CH:16][CH2:15][C@@:14]2([CH3:22])[C@H:8]3[CH2:9][CH2:10]/[C:11]/2=[CH:12]/[CH3:13])[CH2:3]1)(=[O:32])[CH3:31]参加物
反応物 3
生成物 1
試薬・触媒・溶媒 2
反応条件
- 温度
- 25 °C
実験手順
Compound 1.5 (19.0 g, 63 mmol) was dissolved in CH2Cl2 (380 mL). Triethylamine (17.6 mL, 126.6 mmol), DMAP (0.772 g, 6 mmol) and acetic anhydride (8.98 mL, 94 mmol) were added sequentially at 25° C. under a nitrogen atmosphere. The resulting solution was stirred for 2 h at 25° C., at which point the reaction was determined by TLC to be complete. The reaction was quenched by the addition of ice-water (100 mL) and the phases were separated. The aqueous layer was extracted three times with DCM (3×150 mL). The organic fractions were combined and washed with saturated brine solution (100 mL), dried over anhydrous Na2SO4 (50 g), and filtered. The filtrate was concentrated under vacuum to afford compound 1.6a (22.0 g, 95% yield) as an off-white solid.
後処理
- customThe reaction was quenched by the addition of ice-water (100 mL)
- customthe phases were separated
- extractionThe aqueous layer was extracted three times with DCM (3×150 mL)
- washwashed with saturated brine solution (100 mL)
- dry with materialdried over anhydrous Na2SO4 (50 g)
- filtrationfiltered
- concentrationThe filtrate was concentrated under vacuum
出典と根拠
- ORDレコード
- ord-da7d24e50de54b24b7fe7918c9ca080e
- 出典データセット
- uspto-grants-2013_02
- 特許番号
- US08367852B2
関連ノート
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