Potassium Carbonate → Potassium 5-(4'-{[5-({1-[({[(5R)-5,6-bis(nitrooxy)hexyl]oxy}carbonyl)oxy]ethoxy}-carbonyl)-2-butyl-4-chloro-1H-imidazol-1-yl]methyl}biphenyl-2-yl)tetrazol-1-ide

HRID 1361906ノート

反応式

HRID 1361906 の反応式
C(=O)([O-])[O-].[K+:5].[K+].[CH2:7]([C:11]1[N:12]([CH2:40][C:41]2[CH:46]=[CH:45][C:44]([C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][C:48]=3[C:53]3[NH:57][N:56]=[N:55][N:54]=3)=[CH:43][CH:42]=2)[C:13]([C:17]([O:19][CH:20]([O:22][C:23]([O:25][CH2:26][CH2:27][CH2:28][CH2:29][C@@H:30]([O:36][N+:37]([O-:39])=[O:38])[CH2:31][O:32][N+:33]([O-:35])=[O:34])=[O:24])[CH3:21])=[O:18])=[C:14]([Cl:16])[N:15]=1)[CH2:8][CH2:9][CH3:10]>CC(O)C>[N+:37]([O:36][C@@H:30]([CH2:31][O:32][N+:33]([O-:35])=[O:34])[CH2:29][CH2:28][CH2:27][CH2:26][O:25][C:23]([O:22][CH:20]([O:19][C:17]([C:13]1[N:12]([CH2:40][C:41]2[CH:42]=[CH:43][C:44]([C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][C:48]=3[C:53]3[N-:57][N:56]=[N:55][N:54]=3)=[CH:45][CH:46]=2)[C:11]([CH2:7][CH2:8][CH2:9][CH3:10])=[N:15][C:14]=1[Cl:16])=[O:18])[CH3:21])=[O:24])([O-:39])=[O:38].[K+:5]

参加物

4

反応物 2

HCID 11430Potassium CarbonateHCID 178441694HCID 178441694、化合物

生成物 1

HCID 86622532Potassium 5-(4'-{[5-({1-[({[(5R)-5,6-bis(nitrooxy)hexyl]oxy}carbonyl)oxy]ethoxy}-carbonyl)-2-butyl-4-chloro-1H-imidazol-1-yl]methyl}biphenyl-2-yl)tetrazol-1-ide

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
25 °C

実験手順

Potassium carbonate (945 mg, 6.84 mmol) was added to a stirred solution of 1-[({[(5R)-5,6-bis(nitrooxy)hexyl]oxy}carbonyl)oxy]ethyl 2-butyl-4-chloro-1-{[2′-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-imidazole-5-carboxylate (250 mg, 0.34 mmol) in IPA (6.8 mL). The solution was stirred at 25° C. for 3 h. The reaction mixture was filtered and the filtrate was concentrated in vacuo. The residue was redissolved in DCM (6 mL). Heptane was added until the compound began to precipitate. The solution was concentrated in vacuo to give the title compound as a white solid. 1H NMR (500 MHz, CD3CN) δ 7.72-7.68 (m, 1H), 7.40-7.33 (m, 2H), 7.33-7.28 (m, 1H), 7.12 (d, J=8.5 Hz, 2H), 6.87 (d, J=8.0 Hz, 2H), 6.88-6.82 (m, 1H), 5.47 (s, 2H), 5.32 (ddd, J=13.0, 6.5, 2.5 Hz, 1H), 4.79 (dd, J=13.0, 2.5 Hz, 1H), 4.55 (dd, J=13.0, 6.5 Hz, 1H), 4.08 (td, J=6.5, 3.0 Hz, 2H), 1.71 (q, J=13.0, 7.7 Hz, 2H), 1.61 (hex, J=22.0, 14.5, 7.0 Hz, 4H), 1.50 (d, J=5.5 Hz, 3H) 1.49-1.37 (m, 2H), 1.35-1.26 (m, 2H), 0.85 (t, J=7.5 Hz, 3H); LCMS (M+H) found 731.1.

後処理

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. dissolutionThe residue was redissolved in DCM (6 mL)
  4. additionHeptane was added until the compound
  5. customto precipitate
  6. concentrationThe solution was concentrated in vacuo

出典と根拠

ORDレコード
ord-d165420ddb1d4af49ab6b4302d7f563a
出典データセット
uspto-grants-2011_02
特許番号
US07880014B2

反応ノート

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