Indole-3-Acetic Acid → (3aRS,4RS,5RS,7aSR)-4-(2-methoxyphenyl)-2-(3-indolylacetyl)-5-methyl-4-perhydroisoindolol

HRID 55435

反応式

HRID 55435 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][C:11]([OH:13])=O)=[CH:2]1.[CH3:14][O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]1([OH:32])[CH:30]([CH3:31])[CH2:29][CH2:28][CH:27]2[CH:23]1[CH2:24][NH:25][CH2:26]2>>[CH3:14][O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]1([OH:32])[CH:30]([CH3:31])[CH2:29][CH2:28][CH:27]2[CH:23]1[CH2:24][N:25]([C:11](=[O:13])[CH2:10][C:3]1[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[NH:1][CH:2]=1)[CH2:26]2

参加物

3

反応物 2

HCID 802Indole-3-Acetic AcidHCID 677143504-(2-Methoxyphenyl)-5-methyl-4-perhydroisoindolol

生成物 1

HCID 67714321(3aRS,4RS,5RS,7aSR)-4-(2-methoxyphenyl)-2-(3-indolylacetyl)-5-methyl-4-perhydroisoindolol収率 39.5%

実験手順

By working according to the experimental procedure of Example 16, from 1.21 g of 3-indoleacetic acid and 1.39 g of (3aRS,4RS,5RS,7aSR)-4-(2 -methoxyphenyl)-5-methyl-4-perhydroisoindolol, and after purification on a column of silica gel (particle size 0.04-0.06 mm, diameter 2.8 cm, height 25 cm), eluting under a pressure of 0.5 bar of nitrogen with a mixture of cyclohexane and ethyl acetate (40/60 by volume), 0.88 g of (3aRS,4RS,5RS,7aSR)-4-(2-methoxyphenyl)-2-(3-indolylacetyl)-5-methyl-4-perhydroisoindolol is obtained in the form of a white foam.

後処理

  1. customafter purification on a column of silica gel (particle size 0.04-0.06 mm, diameter 2.8 cm, height 25 cm)
  2. washeluting under a pressure of 0.5 bar of nitrogen with a mixture of cyclohexane and ethyl acetate (40/60 by volume)

出典と根拠

ORDレコード
ord-ddebf3c3d5504bc09ec4e9bae809e946
出典データセット
uspto-grants-1997_04
特許番号
US05624950

関連ノート

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