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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
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HRID 382651 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 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

생성물 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

시약·촉매·용매 2

HCID 23938Palladium촉매
HCID 8028
Tetrahydrofuran
용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-8f9c47fea1854c2e8acd853e0af714a9
출처 데이터셋
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06310056B1

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