Styrene Oxide → HCID 57661895, compound

HRID 1665364Notes

Reaction equation

HRID 1665364 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.[C:22]1([CH:28]2[CH2:30][O:29]2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[OH:29][CH:28]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:30][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]1

Participants

3

Reactant 2

HCID 7276Styrene OxideHCID 57661820Spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Product 1

HCID 57661895HCID 57661895, compound

Procedure

Compound 167 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 2-phenyloxirane and conditions outlined in procedure X. M.p.=193-195° C.; 400 MHz 1H NMR (DMSO-d6) δ: 8.09-7.75 (m, 3H), 7.6-7.5 (m, 1H), 7.4-7.2 (m, 5H), 5.03 (br. s, 1H), 4.93 (br. s, 1H), 3.07 (s, 2H), 2.9-2.78 (m, 2H), 2.65-2.45 (m, 4H), 2.05-1.7 (m, 4H); LCMS: 422 [M+H].

Sources & evidence

ORD record
ord-6182e00f04e04f7dbd67946ab9c82ba2
Source dataset
uspto-grants-2011_10
Patent number
US08039503B2

Reaction notes

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