반응식
[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]1참가 물질
반응물 4
생성물 1
시약·촉매·용매 1
실험 절차
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).
후처리
- stirringstirred for 10 min
- customThe reaction mixture was then purified by silica gel chromatography (PE:EA=5:1)
출처 및 근거
- ORD 기록
- ord-613c29a0d763459eab99e5ffa3d40465
- 출처 데이터셋
- uspto-grants-2015_11
- 특허 번호
- US09186367B2
연결된 노트
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