5-Cyclopentyl-5-hydroxy-9-(4-hydroxy-2,5-dimethyl-phenyl)-3-oxo-non-8-ynoic Acid Methyl Ester → 6-Cyclopentyl-6-[4-(2-trifluoromethoxy-phenyl)-but-3-ynyl]-dihydro-pyran-2,4-dione
반응식
CO[C:3](=[O:30])[CH2:4][C:5](=[O:29])[CH2:6][C:7]([CH:24]1[CH2:28][CH2:27][CH2:26][CH2:25]1)([OH:23])[CH2:8][CH2:9][C:10]#[C:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][C:19]([F:22])([F:21])[F:20].COC(=O)CC(=O)CC(C1CCCC1)(O)CCC#CC1C=C(C)C(O)=CC=1C>>[CH:24]1([C:7]2([CH2:8][CH2:9][C:10]#[C:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[O:18][C:19]([F:20])([F:22])[F:21])[O:23][C:3](=[O:30])[CH2:4][C:5](=[O:29])[CH2:6]2)[CH2:28][CH2:27][CH2:26][CH2:25]1참가 물질
3
반응물 2
생성물 1
실험 절차
The desired product was prepared analogously to example F(1), substituting 5-cyclopentyl-5-hydroxy-3-oxo-9-(2-trifluoromethoxy-phenyl)-non-8-ynoic acid methyl ester (72 mg, 0.17 mmol) from Step 2 below in place of 5-cyclopentyl-5-hydroxy-9-(4-hydroxy-2,5-dimethyl-phenyl)-3-oxo-non-8-ynoic acid methyl ester. Yield: 25 mg, 37%. 1H NMR (CDCl3) δ: 1.33-1.73 (m, 8H), 1.89-2.06 (m, 2H), 2.14-2.23 (m, 1H), 2.55 (t, J=7.58 Hz, 2H), 2.69 (d, J=16.17 Hz, 1H), 2.84 (d, J=16.17 Hz, 1H), 3.37 (s, 2H), 7.15-7.21 (m, 2H), 7.23-7.27 (m, 1H), 7.38-7.44 (m, 1H). MS (ESI): 393 (M−H).
출처 및 근거
- ORD 기록
- ord-ac896bdd667f45179aeefb2d5cda463d
- 출처 데이터셋
- uspto-grants-2009_01
- 특허 번호
- US07473790B2
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