allyl (1S,5R,6S)-2-(hydroxymethyl)-6-[1(R)-allyloxycarbonyloxy-ethyl]-1-methylcarbapen-2-em-3-carboxylate → (1S,5R,6S)-6-[(1R)-1-hydroxyethyl]-2-(3-ureidomethylimidazo[5,1-b]thiazolium-6-yl)methyl-1-methyl-1-carbapen-2-em-3-carboxylate
Reaktionsgleichung
C(OC([O:7][C@@H:8]([C@H:10]1[C:25](=[O:26])[N:12]2[C:13]([C:19]([O:21]CC=C)=[O:20])=[C:14]([CH2:17]O)[C@H:15]([CH3:16])[C@H:11]12)[CH3:9])=O)C=C.[NH:27]([CH2:31][C:32]1[N:33]2[CH:39]=[N:38][CH:37]=[C:34]2[S:35][CH:36]=1)[C:28]([NH2:30])=[O:29]>>[OH:7][C@@H:8]([C@H:10]1[C:25](=[O:26])[N:12]2[C:13]([C:19]([O-:21])=[O:20])=[C:14]([CH2:17][N:38]3[CH:37]=[C:34]4[S:35][CH:36]=[C:32]([CH2:31][NH:27][C:28]([NH2:30])=[O:29])[N+:33]4=[CH:39]3)[C@H:15]([CH3:16])[C@H:11]12)[CH3:9]Komponenten
3
Edukt 2
Produkt 1
Versuchsvorschrift
The same procedure as in Example 1 was repeated except that 135 mg of allyl (1S,5R,6S)-6-[(1R)-1-allyloxycarbonyloxyethyl]-2-hydroxymethyl-1-methyl-1-carbapen-2-em-3-carboxylate and 87 mg of 3-ureidomethylimidazo[5,1-b]thiazole were used, thereby obtaining 6 mg of the title compound.