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Hydrogen Bromide → N4, N7, N10-Triscarboxymethyl-1,13-bisbenzyloxy-5,9-bisbenzyloxymethyl-4,7,10-triazatridecane

HRID 1614510
ノート
印刷プレビュー

反応式

HRID 1614510 の反応式
[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][NH:12][CH:13]([CH2:39][O:40][CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)[CH2:14][NH:15][CH2:16][CH:17]([CH2:30][O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[NH:18][CH2:19][CH2:20][CH2:21][O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:49][C:50]([OH:52])=[O:51].[OH-:53].[Li+].Br.C[CH:57]([OH:59])[CH3:58]>O>[C:50]([CH2:49][N:12]([CH:13]([CH2:39][O:40][CH2:41][C:42]1[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=1)[CH2:14][N:15]([CH2:49][C:50]([OH:52])=[O:51])[CH2:16][CH:17]([CH2:30][O:31][CH2:32][C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1)[N:18]([CH2:58][C:57]([OH:59])=[O:53])[CH2:19][CH2:20][CH2:21][O:22][CH2:23][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)[CH2:11][CH2:10][CH2:9][O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)([OH:52])=[O:51]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 260Hydrogen BromideHCID 3776IsopropanolHCID 3939Lithium HydroxideHCID 6227Bromoacetic AcidHCID 194385051,13-Bisbenzyloxy-5,9-bisbenzyloxymethyl-4,7,10-triazatridecane

生成物 1

HCID 86746667N4, N7, N10-Triscarboxymethyl-1,13-bisbenzyloxy-5,9-bisbenzyloxymethyl-4,7,10-triazatridecane

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

1,13-Bisbenzyloxy-5,9-bisbenzyloxymethyl-4,7,10-triazatridecane (0.37 g, 0.6 mmol) was dissolved in 2-propanol (5 ml). A solution of bromoacetic acid (0.33 g, 2.4 mmol), lithium hydroxide (0.10 g 2.4 mmol) in water (20 ml) was added. The temperature was gradually increased to reflux over five hours and kept at reflux for four hours. The reaction mixture was kept in the alkaline range during the alkylation. The solution was neutralised with concentrated hydrobromic acid and chromatographed on silica. N4, N7, N10 -Triscarboxymethyl-1,13-bisbenzyloxy-5,9-bisbenzyloxymethyl-4,7,10-triazatridecane was isolated as a white solid. Yield 0.30 g (70%) m.p. 150° C. The structure was confirmed by 1H NMR and 13C NMR.

後処理

  1. temperatureThe temperature was gradually increased
  2. temperatureto reflux over five hours
  3. temperatureat reflux for four hours
  4. customchromatographed on silica

出典と根拠

ORDレコード
ord-a5d0f96801f24c05a89886b0559f8959
出典データセット
uspto-grants-1993_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05198208

反応ノート

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