Potassium tert-butoxide → HCID 86750465, compound
Reaction equation
[CH2:1]([O:4][C:5]([N:7]1[CH2:11][C@H:10](OS(C)(=O)=O)[CH2:9][C@H:8]1[CH2:17][CH2:18][N:19]1[CH:23]=[C:22]([CH2:24][C:25](=[O:27])[NH2:26])[N:21]=[CH:20]1)=[O:6])[CH:2]=[CH2:3].[C:28]([OH:36])(=[S:35])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.CC(C)([O-])C.[K+]>>[CH2:1]([O:4][C:5]([N:7]1[CH2:11][C@@H:10]([S:35][C:28](=[O:36])[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:9][C@H:8]1[CH2:17][CH2:18][N:19]1[CH:23]=[C:22]([CH2:24][C:25](=[O:27])[NH2:26])[N:21]=[CH:20]1)=[O:6])[CH:2]=[CH2:3]Participants
4
Procedure
(2R,4R)-1-Allyloxycarbonyl-2-{2-(4-carbamoylmethyl-imidazol-1-yl) ethyl}-4-methanesulfonyloxypyrrolidine (2.74 g) were reacted with thiobenzoic acid (1.69 ml) and potassium t-butoxide (1.54 g) in substantially the same manner as Preparation 19-2) to give (2R,4S)-1-allyloxycarbonyl-4-benzoylthio-2-[2-(4-carbamoylmethyl-imidazol-1-yl) ethyl]pyrrolidine (2.30 g) as a yellow solid.
Workup
- customas Preparation 19-2)
Sources & evidence
- ORD record
- ord-c3b528d8884d484c97145e513dd2f407
- Source dataset
- uspto-grants-1997_03
- Patent number
- US05608056
Reaction notes
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