反応式
[CH3:1][O:2][C@@H:3]1[C@@H:7]([O:8][N+:9]([O-:11])=[O:10])[CH2:6][C@H:5]([C:12]([OH:14])=O)[CH2:4]1.[C:15]1([S:21]([NH2:24])(=[O:23])=[O:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(N(CC)CC)C.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1>ClCCl>[N+:9]([O-:11])([O:8][C@H:7]1[CH2:6][C@H:5]([C:12](=[O:14])[NH:24][S:21]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:23])=[O:22])[CH2:4][C@@H:3]1[O:2][CH3:1])=[O:10]参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
実験手順
A mixture of (1R,3S,4S)-3-methoxy-4-(nitrooxy)cyclopentanecarboxylic acid (example 1, 105 mg, 0.510 mmol) and benzenesulfonamide (173 mg, 1.10 mmol) was dissolved in dichloromethane (4 mL). Triethylamine (240 pl, 1.72 mmol) was added, followed by O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (291 mg, 0.765 mmol). The reaction mixture was stirred for 12 hours. Purification of the crude product by reversed-phase mass-directed high-performance liquid chromatography afforded the title compound as a white solid. 1H NMR (500 MHz, CDCl3) δ 1.93-2.02 (m, 1H), 2.15-2.26 (m, 2 H), 2.34 (dt, J=6.8, 15.7 Hz, 1H), 2.93-3.01 (m, 1H), 3.50 (s, 3H), 3.90-3.94 (m, 1H), 5.33-5.37 (m, 1H), 7.55 (t, J=7.8 Hz, 2H), 7.65 (t,J=7.5 Hz, 1H), 8.03-8.07 (m, 2H), 9.42 (s, 1H).
後処理
- customPurification of the crude product by reversed-phase mass-directed high-performance liquid chromatography
出典と根拠
- ORDレコード
- ord-c4090a33454e4f25bcd5db6c101fe67a
- 出典データセット
- uspto-grants-2013_09
- 特許番号
- US08530521B2
関連ノート
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