Benzyl Bromide → 4-Nitrobenzyl (1s,5r,6s)-2-[7-(1-benzylpyridinium-3-yl)carbonylimidazo[5,1-b]thiazol-2-yl]-6-((1r)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate bromide

HRID 1072355Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1072355
[OH:1][C@@H:2]([C@H:4]1[C:40](=[O:41])[N:6]2[C:7]([C:27]([O:29][CH2:30][C:31]3[CH:36]=[CH:35][C:34]([N+:37]([O-:39])=[O:38])=[CH:33][CH:32]=3)=[O:28])=[C:8]([C:11]3[S:15][C:14]4=[C:16]([C:19]([C:21]5[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=5)=[O:20])[N:17]=[CH:18][N:13]4[CH:12]=3)[C@H:9]([CH3:10])[C@H:5]12)[CH3:3].[CH2:42]([Br:49])[C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1>C(#N)C>[Br-:49].[CH2:42]([N+:23]1[CH:24]=[CH:25][CH:26]=[C:21]([C:19]([C:16]2[N:17]=[CH:18][N:13]3[CH:12]=[C:11]([C:8]4[C@H:9]([CH3:10])[C@@H:5]5[C@@H:4]([C@H:2]([OH:1])[CH3:3])[C:40](=[O:41])[N:6]5[C:7]=4[C:27]([O:29][CH2:30][C:31]4[CH:32]=[CH:33][C:34]([N+:37]([O-:39])=[O:38])=[CH:35][CH:36]=4)=[O:28])[S:15][C:14]=23)=[O:20])[CH:22]=1)[C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1

Komponenten

4

Edukt 2

HCID 7498Benzyl BromideHCID 68934911(4-nitrobenzyl) (1S,5R,6S)-6-[(1R)-1-hydroxyethyl]-2-[7-(pyridin-3-yl)carbonylimidazo[5,1-b]thiazol-2-yl]-1-methylcarbapen-2-em-3-carboxylate

Produkt 1

HCID 1317250074-Nitrobenzyl (1s,5r,6s)-2-[7-(1-benzylpyridinium-3-yl)carbonylimidazo[5,1-b]thiazol-2-yl]-6-((1r)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate bromide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

4-Nitrobenzyl (1S,5R,6S)-6-((1R)-1-hydroxyethyl)-1-methyl-2-[7-(pyridin-3-yl)carbonylimidazo[5,1-b]thiazol-2-yl]-1-carbapen-2-em-3-carboxylate (78.1 mg) was suspended in 1.5 ml of acetonitrile to prepare a suspension. Benzyl bromide (0.032 ml) was added to the suspension, and the mixture was stirred at room temperature for 10 hr. The reaction solution was concentrated under the reduced pressure to give 4-nitrobenzyl (1S,5R,6S)-2-[7-(1-benzylpyridinium-3-yl)carbonylimidazo[5,1-b]thiazol-2-yl]-6-((1R)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate bromide.

Aufarbeitung

  1. customto prepare a suspension
  2. concentrationThe reaction solution was concentrated under the reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-46d9c540c7ad4f5d8a76b8c9d3d90d63
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06908913B2

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