Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([C@H:11]1[CH2:15][N:14]([C:16](=S)[CH2:17][C:18](=O)[CH3:19])[C@H:13]([C:22]([O:24][CH3:25])=[O:23])[CH2:12]1)(=[O:10])=[O:9].Cl.[O:27]1[CH2:32][CH2:31][CH:30]([NH:33][NH2:34])[CH2:29][CH2:28]1>>[CH3:25][O:24][C:22]([C@@H:13]1[CH2:12][C@@H:11]([S:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])(=[O:9])=[O:10])[CH2:15][N:14]1[C:16]1[N:33]([CH:30]2[CH2:31][CH2:32][O:27][CH2:28][CH2:29]2)[N:34]=[C:18]([CH3:19])[CH:17]=1)=[O:23]Participants
3
Procedure
In analogy to the procedure described in example 192 h, (2S,4R)-methyl 4-(2-chlorophenylsulfonyl)-1-(3-oxobutanethioyl)pyrrolidine-2-carboxylate (example 253c) was reacted with (tetrahydropyran-4-yl)hydrazine hydrochloride (CAS Reg. No. 194543-22-1) to give the title compound as orange oil. MS (ESI): m/z=468.1 [M+H]+.
Sources & evidence
- ORD record
- ord-5ae75c660d8c4646b1f350476e9a947e
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08163793B2
Linked notes
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