(6-{[(Diphenylmethoxy)carbonyl]amino}-9H-purin-9-yl)acetic acid → HCID 21092790, compound
Reaction equation
[CH2:1]([O:3][C:4](=[O:28])[CH2:5][NH:6][CH2:7][CH2:8][NH:9][S:10]([C:13]1[S:14][C:15]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=2[N+:25]([O-:27])=[O:26])=[N:16][N:17]=1)(=[O:12])=[O:11])[CH3:2].[CH:29]([O:42][C:43]([NH:45][C:46]1[N:54]=[CH:53][N:52]=[C:51]2[C:47]=1[N:48]=[CH:49][N:50]2[CH2:55][C:56](O)=[O:57])=[O:44])([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[CH2:1]([O:3][C:4](=[O:28])[CH2:5][N:6]([CH2:7][CH2:8][NH:9][S:10]([C:13]1[S:14][C:15]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=2[N+:25]([O-:27])=[O:26])=[N:16][N:17]=1)(=[O:12])=[O:11])[C:56](=[O:57])[CH2:55][N:50]1[CH:49]=[N:48][C:47]2[C:51]1=[N:52][CH:53]=[N:54][C:46]=2[NH:45][C:43]([O:42][CH:29]([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:44])[CH3:2]Participants
Procedure
The title compound was synthesized by the reaction of N-{2-[5-(4-chloro-2-nitrophenyl)-1,3,4-thiadiazole-2-sulfonylamino]-ethyl}-glycine ethyl ester with [6-N-(benzhydryloxycarbonyl)-adenin-9-yl]-acetic acid as per the procedure of example 13. 1H NMR (400 MHz; DMSO-d6) δ 10.90 (s, 0.45H), 10.89 (s, 0.55H), 9.30 (brs, 0.55H), 9.12 (brs, 0.45H), 8.59 (s, 0.45H), 8.58 (s, 0.55H), 8.39 (d, 0.55H), 8.38 (d, 0.45H), 8.34 (s, 0.55H), 8.33 (s, 0.45H), 8.02–7.97 (m, 1H), 7.92 (d, 0.55H), 7.89 (d, 0.45H), 7.53 (d, 4H), 7.38 (t, 4H), 7.29 (t, 2H), 6.83 (s, 1H), 5.39 (s, 1.1H), 5.18 (s, 0.9H), 4.48 (s, 0.9H), 4.23 (q, 0.9H), 4.09 (s, 1.1H), 4.03 (q, 1.1H), 3.73 (t, 1.1H), 3.54 (t, 1.1H), 3.45 (t, 0.9H), 3.29 (t, 0.9H), 1.27 (t, 1.35H), 1.15 (t, 1.65H).
Sources & evidence
- ORD record
- ord-a92b7a5be6be4234a2218357ddbea2b8
- Source dataset
- uspto-grants-2007_05
- Patent number
- US07211668B2
Reaction notes
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