Lithium hydroxide, monohydrate → HCID 60133249、化合物

HRID 919030ノート

反応式

HRID 919030 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:26][CH:27]=[CH2:28])[CH:9]([C:13]2[CH:25]=[CH:24][C:16]([C:17]([O:19]CCCC)=[O:18])=[CH:15][CH:14]=2)[CH2:10][CH2:11][CH3:12])=[CH:4][CH:3]=1.O.[OH-].[Li+]>C1COCC1.CO.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([CH2:26][CH:27]=[CH2:28])[C@@H:9]([C:13]2[CH:14]=[CH:15][C:16]([C:17]([OH:19])=[O:18])=[CH:24][CH:25]=2)[CH2:10][CH2:11][CH3:12])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 86619549HCID 86619549、化合物

生成物 1

HCID 60133249HCID 60133249、化合物

試薬・触媒・溶媒 1

HCID 21892291Methanol tetrahydrofuran water溶媒

実験手順

A THF/MeOH/water (8 ml/8 ml/3 ml) solution containing the intermediate from Step F (790 mg, 1.98 mmol) and lithium hydroxide monohydrate (406 mg, 9.90 mmol) was stirred overnight at room temperature. The solution was concentrated and the nonvolatile portion was partitioned between aqueous 2N hydrochloric acid and EtOAc. The organic phase was dried over Na2SO4, filtered and concentrated to give the title compound. 1H NMR (500 MHz, DMSO-d6): δ 7.90 (d, J=8.2 Hz, 2 H); 7.39 (d, J=8.5 Hz, 2 H); 7.36 (d, J=8.5 Hz, 2H); 7.26 (d, J=8.4 Hz, 2 H); 5.36-5.26 (m, 1 H); 4.71-4.60 (m, 2 H); 2.94-2.84 (m, 2 H); 2.13-2.07 (m, 1 H); 1.95-1.87 (m, 1 H); 1.42-1.34 (m, 1 H); 1.19-1.11 (m, 1 H); 0.85-0.77 (m, 2 H); 0.60 (t, J=7.3 Hz, 3 H). LC3 2.57 min (M+H) 343

後処理

  1. concentrationThe solution was concentrated
  2. customthe nonvolatile portion was partitioned between aqueous 2N hydrochloric acid and EtOAc
  3. dry with materialThe organic phase was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-ae1cc68c0433471ba6595358063bc24d
出典データセット
uspto-grants-2016_03
特許番号
US09272999B2

反応ノート

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