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Dicyclohexylcarbodiimide → HCID 88499001、化合物

HRID 477527
ノート
印刷プレビュー

反応式

HRID 477527 の反応式
[C:1]1([C:7]([NH:20][C:21]2[S:22][CH:23]=[C:24](/[C:26](=[N:30]/[O:31][C:32]([C:34]3[O:35][CH:36]=[CH:37][CH:38]=3)=[O:33])/[C:27](O)=[O:28])[N:25]=2)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:39]1([CH:45]([O:52][C:53]([C:55]2[N:56]3[C@H:59]([S:60][CH2:61][C:62]=2[CH2:63][S:64][C:65]2[N:70]4[N:71]=[C:72]([C:74]([O:76][CH:77]([C:84]5[CH:89]=[CH:88][CH:87]=[CH:86][CH:85]=5)[C:78]5[CH:83]=[CH:82][CH:81]=[CH:80][CH:79]=5)=[O:75])[N:73]=[C:69]4[N:68]=[C:67]([CH3:90])[CH:66]=2)[C@H:58]([NH2:91])[C:57]3=[O:92])=[O:54])[C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1.C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[C:39]1([CH:45]([O:52][C:53]([C:55]2[N:56]3[C@H:59]([S:60][CH2:61][C:62]=2[CH2:63][S:64][C:65]2[N:70]4[N:71]=[C:72]([C:74]([O:76][CH:77]([C:84]5[CH:85]=[CH:86][CH:87]=[CH:88][CH:89]=5)[C:78]5[CH:79]=[CH:80][CH:81]=[CH:82][CH:83]=5)=[O:75])[N:73]=[C:69]4[N:68]=[C:67]([CH3:90])[CH:66]=2)[C@H:58]([NH:91][C:27](=[O:28])/[C:26](/[C:24]2[N:25]=[C:21]([NH:20][C:7]([C:8]4[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=4)([C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=4)[C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[S:22][CH:23]=2)=[N:30]\[O:31][C:32]([C:34]2[O:35][CH:36]=[CH:37][CH:38]=2)=[O:33])[C:57]3=[O:92])=[O:54])[C:46]2[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=2)[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1
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

5

反応物 3

HCID 10868DicyclohexylcarbodiimideHCID 13821813HCID 13821813、化合物HCID 14850390HCID 14850390、化合物

生成物 1

HCID 88499001HCID 88499001、化合物収率 73.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
-30 °C

実験手順

The product obtained in Example 29 (3.1 g) and the product obtained in Example 15 (4.3 g) were dissolved in anhydrous dichloromethane (200 ml) with stirring, the faint yellow solution was cooled to -30° C., and a solution of dicyclohexylcarbodiimide (1.2 g) in anhydrous dichloromethane (30 ml) was dropwise added over a period of five minutes. The resulting faint yellow solution was allowed to stand at 0° C. for nine hours, the colorless crystals separated were removed by filtration, and the filtrate was washed with 50 ml of 1N aqueous citric acid, 50 ml of saturated sodium bicarbonate solution and 80 ml of saturated sodium chloride solution in that order and dried over anhydrous sodium sulfate. The dried filtrate was concentrated in vacuo, the yellow, viscous residue (6.8 g) was purified by silica gel column chromatography using ethyl acetate/n-hexane as eluent, yielding 5.3 g of the objective compound as faint yellow crystals.

後処理

  1. customthe colorless crystals separated
  2. customwere removed by filtration
  3. washthe filtrate was washed with 50 ml of 1N aqueous citric acid, 50 ml of saturated sodium bicarbonate solution and 80 ml of saturated sodium chloride solution in that order
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationThe dried filtrate was concentrated in vacuo
  6. customthe yellow, viscous residue (6.8 g) was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-da0aa882333f40deb85f391431eb1a3b
出典データセット
uspto-grants-1989_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04888332

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート