allyl(1R,5R,6S)-2-(diphenylphosphono)oxy-6-((1R)-1-hydroxyethyl)-1-methylcarbapen-2-em-3-carboxylate → Allyl(1R,5S,6S)-2-[(3S,5S)-1-allyloxycarbonyl-5-(3-methylimidazo[5,1-b]thiazol-2-yl)methylpyrrolidin-3-yl]thio-6-((1R)-1-hydroxyethyl)-1-methylcarbapen-2-em-3-carboxylate
반응식
C([S:4][C@H:5]1[CH2:9][C@@H:8]([CH2:10][C:11]2[S:15][C:14]3=[CH:16][N:17]=[CH:18][N:13]3[C:12]=2[CH3:19])[N:7]([C:20]([O:22][CH2:23][CH:24]=[CH2:25])=[O:21])[CH2:6]1)(=O)C.C1(OP(O[C:43]2[C@H:44]([CH3:60])[C@@H:45]3[C@@H:55]([C@H:56]([OH:58])[CH3:57])[C:54](=[O:59])[N:46]3[C:47]=2[C:48]([O:50][CH2:51][CH:52]=[CH2:53])=[O:49])(OC2C=CC=CC=2)=O)C=CC=CC=1>>[CH2:23]([O:22][C:20]([N:7]1[C@H:8]([CH2:10][C:11]2[S:15][C:14]3=[CH:16][N:17]=[CH:18][N:13]3[C:12]=2[CH3:19])[CH2:9][C@H:5]([S:4][C:43]2[C@H:44]([CH3:60])[C@@H:45]3[C@@H:55]([C@H:56]([OH:58])[CH3:57])[C:54](=[O:59])[N:46]3[C:47]=2[C:48]([O:50][CH2:51][CH:52]=[CH2:53])=[O:49])[CH2:6]1)=[O:21])[CH:24]=[CH2:25]참가 물질
3
반응물 2
생성물 1
실험 절차
The procedure of Example 23-a) is repeated to prepare 362.4 mg of a mercaptan compound as a yellow oil from 474.5 mg of (3S,5S)-3-acetylthio-1-allyloxycarbonyl-5-(3-methylimidazo[5,1-b]thiazol-2-yl)methylpyrrolidine described in Synthesis Example 10. Allyl(1R,5S,6S)-2-[(3S,5S)-1-allyloxycarbonyl-5-(3-methylimidazo[5,1-b]thiazol-2-yl)methylpyrrolidin-3-yl]thio-6-((1R)-1-hydroxyethyl)-1-methylcarbapen-2-em-3-carboxylate (255.4 mg) is prepared as a colorless amorphous material from this mercaptan compound and 544.2 mg of allyl(1R,5R,6S)-2-(diphenylphosphono)oxy-6-((1R)-1-hydroxyethyl)-1-methylcarbapen-2-em-3-carboxylate.