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Sodium Bicarbonate → HCID 178418628、化合物

HRID 1609676
ノート
印刷プレビュー

反応式

HRID 1609676 の反応式
[NH2:1][C:2]1[S:6][N:5]=[C:4]([C:7](=[N:31][O:32][CH2:33][CH3:34])[C:8]([NH:10][C@@H:11]2[C:29](=[O:30])[N:13]3[C:14]([C:26]([O-:28])=[O:27])=[C:15]([CH2:18][N+:19]4([CH3:25])[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:3]=1.Cl.C([O:39][C:40]1[C:45]([O:46]C(=O)C)=[CH:44][N:43]=[C:42]([C:50](Cl)=[O:51])[CH:41]=1)(=O)C.C(=O)(O)[O-].[Na+]>O.CC(C)=O>[NH2:1][C:2]1[S:6][N:5]=[C:4]([C:7](=[N:31][O:32][CH2:33][CH3:34])[C:8]([NH:10][C@@H:11]2[C:29](=[O:30])[N:13]3[C:14]([C:26]([O-:28])=[O:27])=[C:15]([CH2:18][N+:19]4([CH3:25])[CH2:24][CH2:23][N:22]([C:50]([C:42]5[CH:41]=[C:40]([OH:39])[C:45]([OH:46])=[CH:44][N:43]=5)=[O:51])[CH2:21][CH2:20]4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 516892Sodium BicarbonateHCID 223989604,5-Diacetoxy-2-pyridinecarbonyl chloride hydrochlorideHCID 1317181527beta-[2-(5-Amino-1,2,4-thiadiazol-3-yl)-2-ethoxyiminoacetamido]-3-(1-methyl-1-piperazinio)methyl-3-cephem-4-carboxylate

生成物 1

HCID 178418628HCID 178418628、化合物収率 47.9%

試薬・触媒・溶媒 2

HCID 180
Acetone
溶媒
HCID 962Water溶媒

実験手順

To a solution of 7β-[2-(5-amino-1,2,4-thiadiazol-3-yl) -2-ethoxyiminoacetamido]-3-(1-methyl-1-piperazinio)methyl-3-cephem-4-carboxylate (syn isomer) (255 mg) in a mixture of water (5 ml) and acetone (5 ml) was added 4,5-diacetoxy-2-pyridinecarbonyl chloride hydrochloride (309 mg), with maintaining the pH of the solution to 8.0-8.5 by addition of saturated aqueous sodium bicarbonate. After stirring for 30 minutes, acetone was removed by evaporation in vacuo and the residue was adjusted to pH 8 and stirred for 2 hours. The mixture was adjusted to pH 3.0 with 1N hydrochloric acid and chromatographed on Diaion HP-20 (50 ml), and the elution was carried out with 10% aqueous isopropyl alcohol. The eluate was lyophilized to give 7β-[2-(5-amino-1,2,4-thiadiazol-3-yl) -2-ethoxyiminoacetamido]-3-[1-methyl-4(4,5-dihydroxy-2-pyridylcarbonyl)-1-piperazinio]methyl-3-cephem-4-carboxylate (syn isomer) (155 mg).

後処理

  1. temperaturewith maintaining the pH of the solution to 8.0-8.5
  2. customacetone was removed by evaporation in vacuo
  3. stirringstirred for 2 hours
  4. customchromatographed on Diaion HP-20 (50 ml)
  5. washthe elution

出典と根拠

ORDレコード
ord-afdf9d4cb56f4b9f90d7150f39db26ae
出典データセット
uspto-grants-1995_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05401734

反応ノート

読み込み中…

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