反応式
[CH2:1]([C@@H:6]1[CH2:8][C@H:7]1[OH:9])[CH2:2][CH2:3][CH:4]=[CH2:5].N1C=CC=CC=1.[CH2:16]1[C:21](=[O:22])[N:20]([O:23][C:24](ON2C(=O)CCC2=O)=[O:25])[C:18](=[O:19])[CH2:17]1>C(#N)C.CN(C1C=CN=CC=1)C.CCOCC>[CH2:1]([C@@H:6]1[CH2:8][C@H:7]1[O:9][C:24]([O:23][N:20]1[C:21](=[O:22])[CH2:16][CH2:17][C:18]1=[O:19])=[O:25])[CH2:2][CH2:3][C:4]#[CH:5]参加物
反応物 3
生成物 1
試薬・触媒・溶媒 3
反応条件
- 温度
- 40 °C
実験手順
To a solution of (1R,2R)-2-(pent-4-en-1-yl)cyclopropanol (See International Patent Application Publication No. WO08/057209) (2.13 g; 70% wt) in acetonitrile (20 ml) was added pyridine (1.5 ml), followed by N,N′-disuccinimidyl carbonate (3.74 g) and a crystal of DMAP. The mixture was stirred at 40° C. overnight. After cooling to room temperature, the reaction mixture was diluted with ether and washed with HCl 1N, water and brine and dried over sodium sulfate. The organic layer was filtered and concentrated to provide the desired product (2.88 g) as an oil. 1H NMR (500 MHz, CDCl3): δ (ppm) 4.06-4.03 (m, 1H), 2.87 (s, 4H), 2.28-2.25 (m, 2H), 1.98-1.97 (m, 1H), 1.72-1.65 (m, 2H), 1.46-1.40 (m, 2H), 1.31-1.24 (m, 1H), 1.12-1.08 (m, 1H), 0.72-0.68 (m, 1H).
後処理
- temperatureAfter cooling to room temperature
- washwashed with HCl 1N, water and brine
- dry with materialdried over sodium sulfate
- filtrationThe organic layer was filtered
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-a462f20ee0eb40e099a1e0ec74193af1
- 出典データセット
- uspto-grants-2016_05
- 特許番号
- US09328138B2
関連ノート
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