Lithium Hydroxide → 2-((S)-6-((R)-4-(2,6-Dimethyl-4-(methylcarbamoyl)phenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

HRID 237714ノート

反応式

HRID 237714 の反応式
[Li+].[OH-].[CH3:3][C:4]1[CH:9]=[C:8]([C:10](=[O:13])[NH:11][CH3:12])[CH:7]=[C:6]([CH3:14])[C:5]=1[C:15]1[CH:23]=[CH:22][C:21]([F:24])=[C:20]2[C:16]=1[CH2:17][CH2:18][C@H:19]2[O:25][C:26]1[CH:39]=[CH:38][C:29]2[C@H:30]([CH2:33][C:34]([O:36]C)=[O:35])[CH2:31][O:32][C:28]=2[CH:27]=1>C(O)C.O>[CH3:3][C:4]1[CH:9]=[C:8]([C:10](=[O:13])[NH:11][CH3:12])[CH:7]=[C:6]([CH3:14])[C:5]=1[C:15]1[CH:23]=[CH:22][C:21]([F:24])=[C:20]2[C:16]=1[CH2:17][CH2:18][C@H:19]2[O:25][C:26]1[CH:39]=[CH:38][C:29]2[C@H:30]([CH2:33][C:34]([OH:36])=[O:35])[CH2:31][O:32][C:28]=2[CH:27]=1

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 86697181Methyl 2-((S)-6-((R)-4-(2,6-dimethyl-4-(methylcarbamoyl)phenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate

生成物 1

HCID 866973852-((S)-6-((R)-4-(2,6-Dimethyl-4-(methylcarbamoyl)phenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

実験手順

LiOH×H2O (3 mg) is added to a solution of methyl 2-((S)-6-((R)-4-(2,6-dimethyl-4-(methylcarbamoyl)phenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate (20 mg) in ethanol (0.77 mL) and water (0.5 mL) and the mixture is stirred for 24 hours at room temperature. After concentration the mixture is diluted with water, acidified with aqueous citric acid solution and extracted with dichloromethane. The organic phase is dried (MgSO4) and the residue chromatographed on silica gel (cyclohexane/ethyl acetate 100:0→60:40) to give the title compound. Yield 11 mg, LC (method 20): tR=5.54 min; Mass spectrum (ESI+): m/z=490 [M+H]+.

後処理

  1. concentrationAfter concentration the mixture
  2. additionis diluted with water
  3. extractionextracted with dichloromethane
  4. dry with materialThe organic phase is dried (MgSO4)
  5. customthe residue chromatographed on silica gel (cyclohexane/ethyl acetate 100:0→60:40)

出典と根拠

ORDレコード
ord-a2213dee2242415e877a4e81fcc8e849
出典データセット
uspto-grants-2014_02
特許番号
US08642585B2

反応ノート

読み込み中…