Lithium Hydroxide → 3-[(N-Benzyloxycarbonyl-N-ethyl-amino)-methyl]-4-(5-carboxymethyl-pyridin-3-yl)-benzoic acid

HRID 554585ノート

反応式

HRID 554585 の反応式
C([O:8][C:9](=[O:40])[C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:17]=[N:18][CH:19]=[C:20]([CH2:22][C:23]([OH:25])=[O:24])[CH:21]=2)=[C:12]([CH2:26][N:27]([C:30]([O:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[O:31])[CH2:28][CH3:29])[CH:11]=1)C1C=CC=CC=1.[Li+].[OH-]>CO>[CH2:33]([O:32][C:30]([N:27]([CH2:26][C:12]1[CH:11]=[C:10]([CH:15]=[CH:14][C:13]=1[C:16]1[CH:17]=[N:18][CH:19]=[C:20]([CH2:22][C:23]([OH:25])=[O:24])[CH:21]=1)[C:9]([OH:40])=[O:8])[CH2:28][CH3:29])=[O:31])[C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 585650203-[(N-benzyloxycarbonyl-N-ethyl-amino)-methyl]-4-(5-carboxymethyl-pyridin-3-yl)-benzoic acid benzyl ester

生成物 1

HCID 451025933-[(N-Benzyloxycarbonyl-N-ethyl-amino)-methyl]-4-(5-carboxymethyl-pyridin-3-yl)-benzoic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

3-[(N-Benzyloxycarbonyl-N-ethyl-amino)-methyl]-4-(5-carboxymethyl-pyridin-3-yl)-benzoic acid benzyl ester (0.369 g, 0.68 mmol) was dissolved in MeOH (4 mL) and cooled to 0° C. 1N Aqueous LiOH (3 mL, 3 mmol) was added, and the reaction was stirred at room temperature for 1 hour. The mixture was quenched with 1N aqueous HCl (3 mL) and extracted with EtOAc. The combined organic layers were washed with H2O and concentrated, and the residue was purified by preparative HPLC to give Compound 1.

後処理

  1. customThe mixture was quenched with 1N aqueous HCl (3 mL)
  2. extractionextracted with EtOAc
  3. washThe combined organic layers were washed with H2O
  4. concentrationconcentrated
  5. customthe residue was purified by preparative HPLC

出典と根拠

ORDレコード
ord-cb6f8039faf34338b5256942566cab47
出典データセット
uspto-grants-2011_11
特許番号
US08049015B2

反応ノート

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