2-Methyl-2-(2-nitrobenzenesulfonylamino)propionamide → 3-(2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyloxy)-4-[(4-{3-(1-carbamoyl-1-(methyl)ethylamino]propoxy}phenyl)methyl]-5-isopropyl-1H-pyrazole
Reaction equation
[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[O:7][C@H:6]1[O:24][C:25]1[C:29]([CH2:30][C:31]2[CH:36]=[CH:35][C:34]([O:37][CH2:38]CCO)=[CH:33][CH:32]=2)=[C:28]([CH:42]([CH3:44])[CH3:43])[NH:27][N:26]=1)(=[O:3])[CH3:2].[CH3:45][C:46]([NH:51]S(C1C=CC=CC=1[N+]([O-])=O)(=O)=O)([CH3:50])[C:47]([NH2:49])=[O:48].[N+]([C:67]1C=CC=C[C:68]=1S(NCC(N)=O)(=O)=O)([O-])=O>>[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[O:7][C@H:6]1[O:24][C:25]1[C:29]([CH2:30][C:31]2[CH:36]=[CH:35][C:34]([O:37][CH2:38][CH2:67][CH2:68][NH:51][C:46]([C:47](=[O:48])[NH2:49])([CH3:45])[CH3:50])=[CH:33][CH:32]=2)=[C:28]([CH:42]([CH3:43])[CH3:44])[NH:27][N:26]=1)(=[O:3])[CH3:2]Participants
4
Reactant 3
Product 1
Procedure
The title compound was prepared in a similar manner to that described in Example 39 using 3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-4-{[4-(3-hydroxypropoxy)phenyl]-methyl}-5-isopropyl-1H-pyrazole and 2-methyl-2-(2-nitrobenzenesulfonylamino)propionamide instead of 3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-4-{[4-(3-hydroxypropoxy)-2-methylphenyl]methyl}-5-isopropyl-1H-pyrazole and 2-(2-nitrobenzenesulfonylamino)acetoamide, respectively.
Sources & evidence
- ORD record
- ord-1b0bd71d110a4f5d92bcc0c30f3ffff2
- Source dataset
- uspto-grants-2012_12
- Patent number
- US08324176B2
Reaction notes
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