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2-(4-Isocyanato-phenoxy)-propionic acid methyl ester → 2-(4-{2-[4-(1-Methoxycarbonyl-ethoxy)-phenylcarbamoyloxy]-ethoxycarbonylamino}-phenoxy)-propionic acid methyl ester

HRID 1957841
ノート
印刷プレビュー

反応式

HRID 1957841 の反応式
[CH3:1][O:2][C:3](=[O:20])[CH:4]([O:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([O:16][CH2:17][CH2:18][OH:19])=[O:15])=[CH:9][CH:8]=1)[CH3:5].[CH3:21][O:22][C:23](=[O:36])[CH:24]([O:26][C:27]1[CH:32]=[CH:31][C:30]([N:33]=[C:34]=[O:35])=[CH:29][CH:28]=1)[CH3:25]>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3](=[O:20])[CH:4]([O:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([O:16][CH2:17][CH2:18][O:19][C:34](=[O:35])[NH:33][C:30]2[CH:29]=[CH:28][C:27]([O:26][CH:24]([C:23]([O:22][CH3:21])=[O:36])[CH3:25])=[CH:32][CH:31]=2)=[O:15])=[CH:9][CH:8]=1)[CH3:5]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 497643632-(4-Isocyanato-phenoxy)-propionic acid methyl esterHCID 592539572-[4-(2-Hydroxy-ethoxycarbonylamino)-phenoxy]-propionic acid methyl ester

生成物 1

HCID 592539282-(4-{2-[4-(1-Methoxycarbonyl-ethoxy)-phenylcarbamoyloxy]-ethoxycarbonylamino}-phenoxy)-propionic acid methyl ester収率 61.8%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
60 °C

実験手順

To 2-[4-(2-Hydroxyethoxycarbonylamino)phenoxy]propionic acid methyl ester 33 (5 g, 17.66 mmol) in toluene (50 ml) was added 2-(4-Isocyanato-phenoxy)-propionic acid methyl ester 32 (3.9 g, 17.64 mmol) at room temperature and heated to 60° C. for 30 hours. Toluene was distilled off and water (50 ml) was added. The solids were filtered and dried to give crude 34, which was purified by column chromatography on silica gel using chloroform as eluant to get pure 34 (5.5 g, 61.8%) as a white powder. M.p: 98-100° C.

後処理

  1. distillationToluene was distilled off
  2. additionwater (50 ml) was added
  3. filtrationThe solids were filtered
  4. customdried
  5. customto give crude 34, which
  6. customwas purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-47a5d38b44414764b7aad2bccc8ecf14
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08409559B2

反応ノート

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