allyl (5R,6S)-2-diphenoxyphosphoryloxy-6-[(R)-1-hydroxyethyl]-1-carbapen-2-em-3-carboxylate → allyl (5R,6S)-2-[(2S,4S)-N-allyloxycarbonyl-2-(1-allyloxycarbonyl-3-pyrazolidinon-5-yl)pyrrolidin-4-ylthio]-6-[(R)-1-hydroxyethyl]-1-carbapen-2-em-3-carboxylate
反応式
O(P(O[C:18]1[CH2:19][C@@H:20]2[C@@H:30]([C@H:31]([OH:33])[CH3:32])[C:29](=[O:34])[N:21]2[C:22]=1[C:23]([O:25][CH2:26][CH:27]=[CH2:28])=[O:24])(OC1C=CC=CC=1)=O)C1C=CC=CC=1.[CH2:35]([O:38][C:39]([N:41]1[CH2:45][C@@H:44]([SH:46])[CH2:43][C@H:42]1[CH:47]1[N:51]([C:52]([O:54][CH2:55][CH:56]=[CH2:57])=[O:53])[NH:50][C:49](=[O:58])[CH2:48]1)=[O:40])[CH:36]=[CH2:37]>>[CH2:35]([O:38][C:39]([N:41]1[CH2:45][C@@H:44]([S:46][C:18]2[CH2:19][C@@H:20]3[C@@H:30]([C@H:31]([OH:33])[CH3:32])[C:29](=[O:34])[N:21]3[C:22]=2[C:23]([O:25][CH2:26][CH:27]=[CH2:28])=[O:24])[CH2:43][C@H:42]1[CH:47]1[N:51]([C:52]([O:54][CH2:55][CH:56]=[CH2:57])=[O:53])[NH:50][C:49](=[O:58])[CH2:48]1)=[O:40])[CH:36]=[CH2:37]参加物
3
反応物 2
生成物 1
実験手順
The same procedure as in Example 8-1 was carried out by using allyl (5R,6S)-2-diphenoxyphosphoryloxy-6-[(R)-1-hydroxyethyl]-1-carbapen-2-em-3-carboxylate (195 mg, 0.40 mmol) and (2S,4S)-N-allyloxycarbonyl-2-(1-allyloxycarbonyl-3-pyrazolidinon-5-yl)-4-mercaptopyrrolidine (162 mg, 0.40 mmol) to obtain allyl (5R,6S)-2-[(2S,4S)-N-allyloxycarbonyl-2-(1-allyloxycarbonyl-3-pyrazolidinon-5-yl)pyrrolidin-4-ylthio]-6-[(R)-1-hydroxyethyl]-1-carbapen-2-em-3-carboxylate (155 mg, yield: 65.4%).