Water → N,N',N"-Tris[4-[[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl)-beta-D-glucopyranosyl]thio]phenyl]-1,3,5-benzenetricarboxamide

HRID 1903052ノート

反応式

HRID 1903052 の反応式
[C:1]([O:4][C@@H:5]1[C@@H:18]([O:19][C:20](=[O:22])[CH3:21])[C@H:17]([O:23][C@H:24]2[O:41][C@H:40]([CH2:42][O:43][C:44](=[O:46])[CH3:45])[C@@H:35]([O:36][C:37](=[O:39])[CH3:38])[C@H:30]([O:31][C:32](=[O:34])[CH3:33])[C@H:25]2[O:26][C:27](=[O:29])[CH3:28])[C@@H:16]([CH2:47][O:48][C:49](=[O:51])[CH3:50])[O:15][C@H:6]1[S:7][C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=1)(=[O:3])[CH3:2].[C:52]1([C:64](Cl)=[O:65])[CH:57]=[C:56]([C:58](Cl)=[O:59])[CH:55]=[C:54]([C:61](Cl)=[O:62])[CH:53]=1.[OH2:67]>N1C=CC=CC=1CC#N>[C:1]([O:4][C@@H:5]1[C@@H:18]([O:19][C:20](=[O:22])[CH3:21])[C@H:17]([O:23][C@H:24]2[O:41][C@H:40]([CH2:42][O:43][C:44](=[O:46])[CH3:45])[C@@H:35]([O:36][C:37](=[O:39])[CH3:38])[C@H:30]([O:31][C:32](=[O:34])[CH3:33])[C@H:25]2[O:26][C:27](=[O:29])[CH3:28])[C@@H:16]([CH2:47][O:48][C:49](=[O:51])[CH3:50])[O:15][C@H:6]1[S:7][C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:64]([C:52]2[CH:57]=[C:56]([C:58]([NH:14][C:11]3[CH:10]=[CH:9][C:8]([S:7][C@@H:6]4[O:15][C@H:16]([CH2:47][O:48][C:49](=[O:51])[CH3:50])[C@@H:17]([O:23][C@H:24]5[O:41][C@H:40]([CH2:42][O:43][C:44](=[O:46])[CH3:45])[C@@H:35]([O:36][C:37](=[O:39])[CH3:38])[C@H:30]([O:31][C:32](=[O:34])[CH3:33])[C@H:25]5[O:26][C:27](=[O:29])[CH3:28])[C@H:18]([O:19][C:20](=[O:22])[CH3:21])[C@H:5]4[O:67][C:1](=[O:3])[CH3:2])=[CH:13][CH:12]=3)=[O:59])[CH:55]=[C:54]([C:61]([NH:14][C:11]3[CH:12]=[CH:13][C:8]([S:7][C@@H:6]4[O:15][C@H:16]([CH2:47][O:48][C:49](=[O:51])[CH3:50])[C@@H:17]([O:23][C@H:24]5[O:41][C@H:40]([CH2:42][O:43][C:44](=[O:46])[CH3:45])[C@@H:35]([O:36][C:37](=[O:39])[CH3:38])[C@H:30]([O:31][C:32](=[O:34])[CH3:33])[C@H:25]5[O:26][C:27](=[O:29])[CH3:28])[C@H:18]([O:19][C:20](=[O:22])[CH3:21])[C@H:5]4[O:4][C:1](=[O:3])[CH3:2])=[CH:9][CH:10]=3)=[O:62])[CH:53]=2)=[O:65])=[CH:10][CH:9]=1)(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 962WaterHCID 78138Trimesoyl chlorideHCID 132789934-aminophenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl)-1-thio-beta-D-glucopyranoside

生成物 1

HCID 53908218N,N',N"-Tris[4-[[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl)-beta-D-glucopyranosyl]thio]phenyl]-1,3,5-benzenetricarboxamide

試薬・触媒・溶媒 1

HCID 75959Pyridine-2-acetonitrile溶媒

実験手順

To a solution of 2.5 g of 4-aminophenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside in 25 ml of pyridineacetonitrile (1:1) was added 300 mg of 1,3,5-benzenetricarboxylic acid chloride. The resulting solution was kept at ambient temperature, protected from moisture for 24 hours, then poured into 250 ml of water. The solution was extracted several times with chloroform. The combined extracts were washed with 0.5 N hydrochloric acid and saturated sodium chloride solution, dried with anhydrous magnesium sulfate and taken to dryness giving 2.7 g of the desired intermediate as a foam.

後処理

  1. customwas kept at ambient temperature
  2. extractionThe solution was extracted several times with chloroform
  3. washThe combined extracts were washed with 0.5 N hydrochloric acid and saturated sodium chloride solution
  4. dry with materialdried with anhydrous magnesium sulfate

出典と根拠

ORDレコード
ord-6479fd670ee041bfa22d26e00c573857
出典データセット
uspto-grants-1984_03
特許番号
US04435387

反応ノート

読み込み中…