2-(2,2,2-Trifluoroethyl)oxirane → HCID 57662000, compound
Reaction equation
[NH:1]1[CH2:6][CH2:5][C:4]2([O:11][C:10]3[C:12]4[C:17]([C:18](=[O:21])[C:19](=[O:20])[C:9]=3[S:8][CH2:7]2)=[CH:16][CH:15]=[CH:14][CH:13]=4)[CH2:3][CH2:2]1.[F:22][C:23]([F:29])([F:28])[CH2:24][CH:25]1[CH2:27][O:26]1>>[F:22][C:23]([F:29])([F:28])[CH2:24][CH:25]([OH:26])[CH2:27][N:1]1[CH2:2][CH2:3][C:4]2([O:11][C:10]3[C:12]4[C:17]([C:18](=[O:21])[C:19](=[O:20])[C:9]=3[S:8][CH2:7]2)=[CH:16][CH:15]=[CH:14][CH:13]=4)[CH2:5][CH2:6]1Participants
3
Procedure
Compound 160 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 2-(2,2,2-trifluoroethyl)oxirane and conditions outlined in procedure X. M.p.=145-148° C.; 400 MHz 1H NMR (CDCl3) δ: 8.05 (d, 1H), 7.75 (d, 1H), 7.65 (t, 1H), 7.5 (t, 1H), 4.05 (m, 1H), 3.5 (s, 1H), 2.95 (m, 3H), 2.85-2.7 (m, 2H), 2.6-2.3 (m, 4H), 2.2-2.1 (m, 3H), 2.0-1.9 (m, 2H); LCMS: 428 [M+H].
Sources & evidence
- ORD record
- ord-89a2f0dc5bb74973a39d1efeeab4923e
- Source dataset
- uspto-grants-2011_10