Lithium Hydroxide → (2S)-2-(2-bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)-1-propanol

HRID 1739432ノート

反応式

HRID 1739432 の反応式
BrC1C=C(C=CN=1)C([O:7][CH2:8][C@@H:9]([NH:21][C:22](=[O:30])[C:23]1[CH:28]=[CH:27][N:26]=[C:25]([Br:29])[CH:24]=1)[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH3:20])[CH:12]=1)=O.[OH-].[Li+]>CO>[Br:29][C:25]1[CH:24]=[C:23]([CH:28]=[CH:27][N:26]=1)[C:22]([NH:21][C@@H:9]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH3:20])[CH:12]=1)[CH2:8][OH:7])=[O:30]

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 56981746(2S)-1-(2-bromoisonicotinoyloxy)-2-(2-bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)propane

生成物 1

HCID 57095136(2S)-2-(2-bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)-1-propanol収率 37.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a suspension of (2S)-1-(2-bromoisonicotinoyloxy)-2-(2-bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)propane (4.68 g) in methanol (100 ml) is added a 1 M lithium hydroxide (8.1 ml), and the mixture is stirred for 15 hours. The reaction mixture is concentrated under reduced pressure to remove the methanol, and the residue is extracted with methylene chloride. The extract is washed, dried, and concentrated. The residue is purified by silica gel chromatography (solvent; chloroform:acetone=5:1) to give (2S)-2-(2-bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)-1-propanol (1.2 g).

後処理

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. customto remove the methanol
  3. extractionthe residue is extracted with methylene chloride
  4. washThe extract is washed
  5. customdried
  6. concentrationconcentrated
  7. customThe residue is purified by silica gel chromatography (solvent; chloroform:acetone=5:1)

出典と根拠

ORDレコード
ord-87180e24245c4dd68caee8f4e4c9e2ae
出典データセット
uspto-grants-1999_10
特許番号
US05965730

反応ノート

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