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].[CH2:10]1[C:15](=[O:16])[N:14]([O:17][C:18](ON2C(=O)CCC2=O)=[O:19])[C:12](=[O:13])[CH2:11]1.C(N(CC)CC)C>C(#N)C>[CH2:1]([C@@H:6]1[CH2:8][C@H:7]1[O:9][C:18]([O:17][N:14]1[C:15](=[O:16])[CH2:10][CH2:11][C:12]1=[O:13])=[O:19])[CH2:2][CH2:3][C:4]#[CH:5]参加物
5
実験手順
To a solution of (1R,2R)-2-(pent-4-en-1-yl)cyclopropanol (see International Patent Application Publication No. WO 08/057209) (17.1 g) in acetonitrile (193 mL) was added N,N′-disuccinimidyl carbonate (49.3 g) then triethylamine (53.7 mL) The mixture was heated to 40° C. for 18 hours. The reaction mixture was cooled to room temperature and the solids were removed by filtration. The solvent was removed in vacuo. The residue was purified by flash chromatography (ISCO, 10 to 70% ethyl acetate in hexanes) to give the desired product (18 g). 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), 1.72-1.63 (m, 2H), 1.44-1.39 (m, 2H), 1.30-1.25 (m, 1H), 1.12-1.08 (m, 1H), 0.72-0.68 (m, 1H).
後処理
- customthe solids were removed by filtration
- customThe solvent was removed in vacuo
- customThe residue was purified by flash chromatography (ISCO, 10 to 70% ethyl acetate in hexanes)
出典と根拠
- ORDレコード
- ord-2fbb07a12b844ce7b8c488083552361b
- 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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