HCID 66589964, compound → HCID 66590564, compound
Reaction equation
C(OC(=O)[NH:7][C@@H:8]([CH2:33][CH2:34][CH3:35])[C:9](=[O:32])[NH:10][C@H:11]1[C@H:18]2[C@H:14]([CH2:15][N:16]([S:19]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=3)(=[O:21])=[O:20])[CH2:17]2)[CH2:13][CH2:12]1)(C)(C)C.C(N1C[C@@H]2[C@@H](NC(=O)[C@@H](N(C)C(=O)OC(C)(C)C)CC(C)C)CC[C@@H]2C1)C1C=CC=CC=1>>[F:31][C:28]([F:29])([F:30])[C:24]1[CH:23]=[C:22]([S:19]([N:16]2[CH2:17][C@H:18]3[C@H:11]([NH:10][C:9](=[O:32])[C@H:8]([CH2:33][CH2:34][CH3:35])[NH2:7])[CH2:12][CH2:13][C@H:14]3[CH2:15]2)(=[O:21])=[O:20])[CH:27]=[CH:26][CH:25]=1Participants
Procedure
The title compound was prepared by substituting tert-butyl-((S)-1-oxo-1-((3aS,4R,6aR)-2-(3-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-yl)carbamate was prepared by substituting tert-butyl-((S)-1-oxo-1-((3aS,4R,6aR)-2-(3-(trifluoromethyl)phenylsulfonyl)octahydrocyclopenta[c]pyrrol-4-ylamino)pentan-2-yl)carbamate from Step A for tert-butyl(S)-1-((3aR,4S,6aS)-2-benzyloctahydrocyclopenta[c]pyrrol-4-ylamino)-4-methyl-1-oxopentan-2-yl(methyl)carbamate in the procedure described in Example 348: 1H NMR (500 MHz, pyridine-d5) δ ppm 8.35-8.37 (m, 1H), 8.27 (d, J=7.0 Hz, 1H), 8.17-8.19 (m, 1H), 7.90-7.92 (m, 1H), 7.72 (t, J=7.8 Hz, 1H), 4.18-4.25 (m, 1H), 3.84 (dd, J=9.9, 2.7 Hz, 1H), 3.51 (dd, J=7.9, 4.9 Hz, 1H), 3.17 (dd, J=9.6, 2.8 Hz, 1H), 3.07 (dd, J=9.9, 7.6 Hz, 1H), 2.91 (dd, J=9.6, 7.3 Hz, 1H), 2.43-2.54 (m, 2H), 1.96-2.32 (m, 2H), 1.87-1.95 (m, 2H), 1.78-1.84 (m, 1H), 1.59-1.67 (m, 1H), 1.37-1.53 (m, 3H), 1.23-1.32 (m, 1H), 0.83 (t, J=7.3 Hz, 3H); MS (ESI−) m/z 432 (M−H)−.
Workup
- customwas prepared
Sources & evidence
- ORD record
- ord-3a2403561b87497b9fe6794ebaa8d9e6
- Source dataset
- uspto-grants-2012_03
- Patent number
- US08129417B2
Reaction notes
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