(R)-N-(4-(5-((2-((tert-butyldimethylsilyl)oxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl)(methyl)amino)pent-1-yn-1-yl)phenyl)-2,2,2-trifluoroacetamide → (R)-N-(4-(2-(4-((2-((tert-butyldimethylsilyl)oxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl)amino)butyl)-1,3-dithiolan-2-yl)phenyl)-2,2,2-trifluoroacetamide
Reaction equation
[Si:1]([O:8][C@H:9]([C:31]1[CH:40]=[CH:39][C:38]([OH:41])=[C:37]2[C:32]=1[CH:33]=[CH:34][C:35](=[O:42])[NH:36]2)[CH2:10][N:11](C)[CH2:12][CH2:13][CH2:14][C:15]#[C:16][C:17]1[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:29])[C:25]([F:28])([F:27])[F:26])=[CH:19][CH:18]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].BrCCCCC1(C2C=CC(NC(=O)C(F)(F)F)=CC=2)[S:52][CH2:51][CH2:50][S:49]1>>[Si:1]([O:8][C@H:9]([C:31]1[CH:40]=[CH:39][C:38]([OH:41])=[C:37]2[C:32]=1[CH:33]=[CH:34][C:35](=[O:42])[NH:36]2)[CH2:10][NH:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]1([C:17]2[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:29])[C:25]([F:27])([F:26])[F:28])=[CH:19][CH:18]=2)[S:52][CH2:51][CH2:50][S:49]1)([C:4]([CH3:6])([CH3:5])[CH3:7])([CH3:3])[CH3:2]Participants
3
Reactant 2
Product 1
Procedure
The title compound was synthesized in a manner analogous to that described for Intermediate 102, using Intermediate 45 in place of Intermediate 98. ES/MS calcd. for C32H43F3N3O4S2Si+ 682.2. Found m/z=682.4 (M+H)+.
Sources & evidence
- ORD record
- ord-cf6edc179f724430acf1d6279960f130
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08394829B2
Reaction notes
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