HCID 30066448, compound → HCID 57662001, compound

HRID 1665409Notes

Reaction equation

HRID 1665409 reaction equation
[Br:1][C:2]1[CH:20]=[C:19]2[C:5]([C:6](=[O:22])[C:7](=[O:21])[C:8]3[S:18][CH2:17][C:11]4([CH2:16][CH2:15][NH:14][CH2:13][CH2:12]4)[O:10][C:9]=32)=[CH:4][CH:3]=1.[Br:23][C:24]1[CH:25]=[C:26]2[C:31](=[CH:32][CH:33]=1)[CH:30]=[C:29]([O:34][CH2:35][C@@H:36]1[CH2:38][O:37]1)[CH:28]=[CH:27]2>>[Br:1][C:2]1[CH:20]=[C:19]2[C:5]([C:6](=[O:22])[C:7](=[O:21])[C:8]3[S:18][CH2:17][C:11]4([CH2:16][CH2:15][N:14]([CH2:38][C@H:36]([OH:37])[CH2:35][O:34][C:29]5[CH:28]=[CH:27][C:26]6[C:31](=[CH:32][CH:33]=[C:24]([Br:23])[CH:25]=6)[CH:30]=5)[CH2:13][CH2:12]4)[O:10][C:9]=32)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 30066448HCID 30066448, compoundHCID 576618429-Bromospiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Product 1

HCID 57662001HCID 57662001, compound

Procedure

Compound 217 was synthesized using 9-bromospiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, (2S)-2-{[(6-bromo-2-naphthyl)oxy]methyl}oxirane and conditions outlined in procedure Y. M.p.=104-105° C.; 400 MHz 1H NMR (CDCl3) δ: 7.94-7.85 (m, 3H), 7.70-7.56 (m, 3H), 7.54-7.47 (m, 1H), 7.23-7.17 (m, 1H), 7.12 (d, J=2.6 Hz, 1H), 4.26-4.18 (m, 1H), 4.17-4.08 (m, 2H), 3.04-2.94 (m, 1H), 2.96 (s, 2H), 2.90-2.78 (m, 2H), 2.76-2.66 (m, 2H), 2.56 (t, J=11.4 Hz, 1H), 2.24-2.12 (m, 2H), 2.00-1.85 (m, 2H); LCMS: 660 [M+H].

Sources & evidence

ORD record
ord-f2e8022bbba049fda94c629e428f19e3
Source dataset
uspto-grants-2011_10
Patent number
US08039503B2

Reaction notes

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