Lithium Hydroxide → 4-tert-butoxy-2-(4-(tert-butoxycarbonylamino)-1H-indol-1-yl)-2-(4-chlorophenyl)-4-oxobutanoic acid

HRID 1477910ノート

反応式

HRID 1477910 の反応式
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[CH:11]=[CH:12][N:13]2[C:18]([C:31]1[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][CH:32]=1)([CH2:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[C:19]([O:21]C)=[O:20])=[O:7])([CH3:4])([CH3:3])[CH3:2].[Li+].[OH-]>>[C:27]([O:26][C:24](=[O:25])[CH2:23][C:18]([N:13]1[C:14]2[C:10](=[C:9]([NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH:17]=[CH:16][CH:15]=2)[CH:11]=[CH:12]1)([C:31]1[CH:32]=[CH:33][C:34]([Cl:37])=[CH:35][CH:36]=1)[C:19]([OH:21])=[O:20])([CH3:29])([CH3:30])[CH3:28]

参加物

3

反応物 2

HCID 3939Lithium HydroxideHCID 705860914-tert-butyl 1-methyl 2-(4-(tert-butoxycarbonylamino)-1H-indol-1-yl)-2-(4-chlorophenyl)succinate

生成物 1

HCID 705646004-tert-butoxy-2-(4-(tert-butoxycarbonylamino)-1H-indol-1-yl)-2-(4-chlorophenyl)-4-oxobutanoic acid

実験手順

A mixture of the product of step A (1.8 g, 3.4 mmol) and 3 N LiOH (410 mg, 17 mmol) was stirred at room temperature for 3 h. After the solvent was evaporated, the residue was dissolved in ethyl acetate (20 mL), and pH value adjusted to 6-7 with 1 M HCl. The organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo to give the title compound as colorless oil. LC/MS m/z=515.2[M+H]+.

後処理

  1. customAfter the solvent was evaporated
  2. dissolutionthe residue was dissolved in ethyl acetate (20 mL)
  3. washThe organic layer was washed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-4a10e9d41bab41b29405fd5bc711b216
出典データセット
uspto-grants-2016_08
特許番号
US09403807B2

反応ノート

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