1,2-Epoxybutane → HCID 57661858, 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.[CH2:22]([CH:24]1[CH2:26][O:25]1)[CH3:23]>>[OH:25][CH:24]([CH2:22][CH3:23])[CH2:26][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 168 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 2-ethyloxirane and conditions outlined in procedure X. M.p.=180-182° C.; 400 MHz 1H NMR (DMSO-d6) δ: 7.9 (m, 1H), 7.75 (m, 2H), 7.55 (m, 1H), 4.2 (s, 1H), 3.5 (br s, 1H), 3.05 (s, 2H), 2.7 (br s, 2H), 2.45-2.25 (m, 4H), 1.9 (m, 2H), 1.8 (m, 2H), 1.5-1.4 (m, 1H), 1.3-1.2 (m, 1H), 0.85 (m, 3H); LCMS: 374 [M+H].
Sources & evidence
- ORD record
- ord-fbd35949d0fe48f5bfb9552b08cfc81d
- Source dataset
- uspto-grants-2011_10
- Patent number
- US08039503B2
Reaction notes
Loading…