反応式
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([CH2:12][N:13]1[CH2:16][CH:15]([C:17]([O:19][CH3:20])=[O:18])[CH2:14]1)[CH:6]=[CH:5]2.[F:21][C:22]([F:31])([F:30])[CH:23]1[CH2:28][CH2:27][CH:26](O)[CH2:25][CH2:24]1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>C1(C)C=CC=CC=1>[F:21][C:22]([F:31])([F:30])[CH:23]1[CH2:28][CH2:27][CH:26]([O:1][C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][CH:11]=2)[CH:8]=[C:7]([CH2:12][N:13]2[CH2:16][CH:15]([C:17]([O:19][CH3:20])=[O:18])[CH2:14]2)[CH:6]=[CH:5]3)[CH2:25][CH2:24]1参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
実験手順
To a vial was added methyl 1-((6-hydroxynaphthalen-2-yl)methyl)azetidine-3-carboxylate (271 mg, 1.0 mmol), 4-(trifluoromethyl)cyclohexanol (252 mg, 1.5 mmol, 1.5 equiv), PPh3 (524 mg, 2.0 mmol, 2.0 equiv) and toluene (0.8 mL) under N2 atmosphere. While stirring, DIAD (404 mg, 2.0 mmol, 2.0 equiv) was added to the reaction mixture quickly at r.t and stirred for 10 min. The reaction mixture was then purified by silica gel chromatography (PE:EA=5:1) to give the title compound (114 mg, 28%) as a slight yellow oil. ESI-MS (M+1)+: 408.2. 1H NMR (400 MHz, CD3OD) δ: 7.76 (d, 1H), 7.70 (d, 1H), 7.66 (s, 1H), 7.36 (dd, 1H), 7.24 (d, 1H), 7.17 (dd, 1H), 4.86-4.76 (m, 1H), 3.74 (s, 2H), 3.70 (s, 3H), 3.56-3.51 (m, 2H), 3.32-3.34 (m, 3H), 2.33-2.22 (m, 1H), 2.20 (d, 2H), 1.82-1.67 (m, 6H).
後処理
- stirringstirred for 10 min
- customThe reaction mixture was then purified by silica gel chromatography (PE:EA=5:1)
出典と根拠
- ORDレコード
- ord-5d32f19a0448476d9835a5990fd3f501
- 出典データセット
- uspto-grants-2014_08
- 特許番号
- US08802659B2
関連ノート
読み込み中…