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Trisodium Phosphate → Sodium (1s,5r,6s)-2-(7-acetylimidazo[5,1-b]thiazol-2-yl)-6-((1r)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate

HRID 382651
ノート
印刷プレビュー

反応式

HRID 382651 の反応式
[C:1]([C:4]1[N:5]=[CH:6][N:7]2[CH:11]=[C:10]([C:12]3[C@H:13]([CH3:36])[C@@H:14]4[C@@H:31]([C@H:32]([OH:34])[CH3:33])[C:30](=[O:35])[N:15]4[C:16]=3[C:17]([O:19]CC3C=CC([N+]([O-])=O)=CC=3)=[O:18])[S:9][C:8]=12)(=[O:3])[CH3:2].P([O-])([O-])([O-])=O.[Na+:42].[Na+].[Na+]>C1COCC1.[Pd]>[C:1]([C:4]1[N:5]=[CH:6][N:7]2[CH:11]=[C:10]([C:12]3[C@H:13]([CH3:36])[C@@H:14]4[C@@H:31]([C@H:32]([OH:34])[CH3:33])[C:30](=[O:35])[N:15]4[C:16]=3[C:17]([O-:19])=[O:18])[S:9][C:8]=12)(=[O:3])[CH3:2].[Na+:42]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 24243Trisodium PhosphateHCID 233882054-Nitrobenzyl (1s,5r,6s)-2-(7-acetylimidazo[5,1-b]thiazol-2-yl)-6-((1r)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate

生成物 1

HCID 23698608Sodium (1s,5r,6s)-2-(7-acetylimidazo[5,1-b]thiazol-2-yl)-6-((1r)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate

試薬・触媒・溶媒 2

HCID 23938Palladium触媒
HCID 8028
Tetrahydrofuran
溶媒

実験手順

To a solution of 98.2 mg of 4-nitrobenzyl (1S,5R,6S)-2-(7-acetylimidazo[5,1-b]thiazol-2-yl)-6-((1R)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate in 5.8 ml of THF and 5.8 ml of 1/15 M sodium phosphate buffer (pH 6.6) was added 98 mg of 10% Pd-C. The reactor was purged with hydrogen, and the reaction mixture was stirred at room temperature for 2 hours. The catalyst was removed by filtration through Celite, and washed with water. The filtrate was adjusted to pH 6.5 with an aqueous sodium hydrogen carbonate solution, washed with ethyl acetate, and the aqueous layer was purified by column chromatography on DIAION HP-20 (20% methanol in water) to give 38.1 mg of the title compound.

後処理

  1. customThe reactor was purged with hydrogen
  2. customThe catalyst was removed by filtration through Celite
  3. washwashed with water
  4. washwashed with ethyl acetate
  5. customthe aqueous layer was purified by column chromatography on DIAION HP-20 (20% methanol in water)

出典と根拠

ORDレコード
ord-8f9c47fea1854c2e8acd853e0af714a9
出典データセット
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06310056B1

反応ノート

読み込み中…

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