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Tert-butyl 4-(4-(4-(1,1-dimethylethoxycarbonyl)piperazin-1-yl)phenylaminocarbonyl)phenoxyacetate → 4-(4-(Piperazin-1-yl)phenylaminocarbonyl)phenoxyacetic acid

HRID 1459425
ノート
印刷プレビュー

反応式

HRID 1459425 の反応式
CC(C)(OC([N:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[CH:17][C:16]([NH:19][C:20]([C:22]3[CH:36]=[CH:35][C:25]([O:26][CH2:27][C:28]([O:30]C(C)(C)C)=[O:29])=[CH:24][CH:23]=3)=[O:21])=[CH:15][CH:14]=2)[CH2:9][CH2:8]1)=O)C>CCOC(C)=O>[N:10]1([C:13]2[CH:18]=[CH:17][C:16]([NH:19][C:20]([C:22]3[CH:36]=[CH:35][C:25]([O:26][CH2:27][C:28]([OH:30])=[O:29])=[CH:24][CH:23]=3)=[O:21])=[CH:15][CH:14]=2)[CH2:11][CH2:12][NH:7][CH2:8][CH2:9]1
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 1

HCID 53850602Tert-butyl 4-(4-(4-(1,1-dimethylethoxycarbonyl)piperazin-1-yl)phenylaminocarbonyl)phenoxyacetate

生成物 1

HCID 540829364-(4-(Piperazin-1-yl)phenylaminocarbonyl)phenoxyacetic acid収率 40.4%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a 100 mL round bottomed flask with a stirring bar and a gas dispersion tube was added tert-butyl 4-(4-(4-(1,1-dimethylethoxycarbonyl)piperazin-1-yl)phenylaminocarbonyl)phenoxyacetate (0.78 g, 1.52 mmol) and EtOAc (40 mL). This solution was cooled in an ice bath and HCl gas was sparged through the solution for 15 min. The resulting mixture was aged 90 min. The excess HCl and EtOAc were removed in vacuo and the crude product was purified by preparative reverse phase HPLC. There was obtained 0.218 g of 4-(4-(piperazin-1-yl)phenylaminocarbonyl)phenoxyacetic acid as a crystalline solid.

後処理

  1. temperatureThis solution was cooled in an ice bath
  2. customHCl gas was sparged through the solution for 15 min
  3. customThe excess HCl and EtOAc were removed in vacuo
  4. customthe crude product was purified by preparative reverse phase HPLC

出典と根拠

ORDレコード
ord-0c649915052b432592e80879a007e83e
出典データセット
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05854245

反応ノート

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