HCID 15200286, compound → HCID 57212754, compound
Reaction equation
[OH:1][CH2:2][CH:3]1[CH:7]([C@@H:8]2[CH2:12][C@H:11]([SH:13])[CH2:10][N:9]2[C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=2)=[O:15])[CH2:6][N:5]([C:27]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][C:34]([N+:37]([O-:39])=[O:38])=[CH:33][CH:32]=2)=[O:28])[CH2:4]1.O(P(O[C:57]1[C@H:58]([CH3:81])[C@H:59]2[C@@H:76]([C@H:77]([OH:79])[CH3:78])[C:75](=[O:80])[N:60]2[C:61]=1[C:62]([O:64][CH2:65][C:66]1[CH:71]=[CH:70][C:69]([N+:72]([O-:74])=[O:73])=[CH:68][CH:67]=1)=[O:63])(OC1C=CC=CC=1)=O)C1C=CC=CC=1>>[OH:79][C@@H:77]([C@H:76]1[C:75](=[O:80])[N:60]2[C:61]([C:62]([O:64][CH2:65][C:66]3[CH:67]=[CH:68][C:69]([N+:72]([O-:74])=[O:73])=[CH:70][CH:71]=3)=[O:63])=[C:57]([S:13][C@@H:11]3[CH2:10][N:9]([C:14]([O:16][CH2:17][C:18]4[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=4)=[O:15])[C@H:8]([CH:7]4[CH2:6][N:5]([C:27]([O:29][CH2:30][C:31]5[CH:36]=[CH:35][C:34]([N+:37]([O-:39])=[O:38])=[CH:33][CH:32]=5)=[O:28])[CH2:4][CH:3]4[CH2:2][OH:1])[CH2:12]3)[C@H:58]([CH3:81])[C@H:59]12)[CH3:78]Participants
3
Procedure
The same procedure as in Example 1-1) was carried out by using (2S, 4S)-2-[3-hydroxymethyl-N-(p-nitrobenzyloxycarbonyl)pyrrolidin-4-yl]-4-mercapto-N-(p-nitrobenzyloxycarbonyl)pyrrolidine diastereomer A (3.34 g, 5.42 mmol, compound of Reference Example 5) and p-nitrobenzyl (1R, 5S, 6S)-2-diphenoxyphosphoryloxy-6-[(R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate (3.22 g, 5.42 mmol) to obtain p-nitrobenzyl (1R, 5S, 6S)- 6-[(R)-1-hydroxyethyl]-2-[(2S,4S)-2-[3-hydroxymethyl-N-(p-nitrobenzyloxycarbonyl)pyrrolidin-4-yl]-N-(p-nitrobenzyloxycarbonyl)pyrrolidin-4-ylthio]-1-methyl-1-carbapen-2-em-3-carboxylate diastereomer A (2.81 g, yield: 57.3%).
Sources & evidence
- ORD record
- ord-e0b770d52d0a429288a272b041f5964c
- Source dataset
- uspto-grants-1994_12
- Patent number
- US05373002
Reaction notes
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