2-Hydroxy-1,2,3-propanetricarboxylic acid hydrate (1:1) → HCID 10974502、化合物

HRID 863357ノート

反応式

HRID 863357 の反応式
O.C(O)(=O)CC(CC(O)=O)(C(O)=O)O.[CH3:15][N:16]([CH3:67])[C:17]([C@H:19]1[N:23]([C:24]([O:26][CH2:27][C:28]2[CH:33]=[CH:32][C:31]([N+:34]([O-:36])=[O:35])=[CH:30][CH:29]=2)=[O:25])[CH2:22][C@@H:21]([S:37][C:38]2[C@H:39]([CH3:66])[C@@H:40]3[C@@H:57]([C@H:58]([O:60][Si](C)(C)C)[CH3:59])[C:56](=[O:65])[N:41]3[C:42]=2[C:43]([O:45][CH2:46][C:47]2[CH:52]=[CH:51][C:50]([N+:53]([O-:55])=[O:54])=[CH:49][CH:48]=2)=[O:44])[CH2:20]1)=[O:18]>CO>[CH3:67][N:16]([CH3:15])[C:17]([C@H:19]1[N:23]([C:24]([O:26][CH2:27][C:28]2[CH:33]=[CH:32][C:31]([N+:34]([O-:36])=[O:35])=[CH:30][CH:29]=2)=[O:25])[CH2:22][C@@H:21]([S:37][C:38]2[C@H:39]([CH3:66])[C@@H:40]3[C@@H:57]([C@H:58]([OH:60])[CH3:59])[C:56](=[O:65])[N:41]3[C:42]=2[C:43]([O:45][CH2:46][C:47]2[CH:48]=[CH:49][C:50]([N+:53]([O-:55])=[O:54])=[CH:51][CH:52]=2)=[O:44])[CH2:20]1)=[O:18]

参加物

4

反応物 2

HCID 222302-Hydroxy-1,2,3-propanetricarboxylic acid hydrate (1:1)HCID 10327839HCID 10327839、化合物

生成物 1

HCID 10974502HCID 10974502、化合物収率 84.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

8 mg (0.039 mmol) of citric acid hydrate were added to 2 ml of a solution containing 55 mg of 4-nitrobenzyl (1R,5S,6S)-2-[(3S,5S)-5-dimethylcarbamoyl-1-(4-nitrobenzyloxycarbonyl)-3-pyrrolidinylthio]-1-methyl-6-[1(R)-trimethylsilyloxyethyl]-1-carbapen-2-em-3-carboxylate (prepared as described in Example 18)in methanol, and the resulting mixture was stirred at room temperature for 35 minutes. At the end of this time, the solvent was removed by distillation under reduced pressure, and the residue was purified by column chromatography through 5 g of silica gel, using a 1:9 by volume mixture of methanol and ethyl acetate as the eluent, to give 42 mg (yield 84%) of the title compound as a vitreous solid.

後処理

  1. customprepared
  2. customAt the end of this time, the solvent was removed by distillation under reduced pressure
  3. customthe residue was purified by column chromatography through 5 g of silica gel
  4. additionby volume mixture of methanol and ethyl acetate as the eluent

出典と根拠

ORDレコード
ord-e85a6a6b421d4f53b84dd42a7b00a4d9
出典データセット
uspto-grants-1998_02
特許番号
US05719275

反応ノート

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