(R)-5-(2-Azido-1-hydroxyethyl)-8-(benzyloxy)quinolin-2(1H)-one → (R)-N-[[1,6-Diethyl-4-[(tetrahydro-2H-pyran-4-yl)amino]-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl]-8-[[2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino]octanamide
Reaction equation
N(C[C@@H](C1C=CC(OCC2C=CC=CC=2)=C2C=1C=CC(=O)N2)O)=[N+]=[N-].[Si]([O:33][C@H:34]([C:68]1[CH:77]=[CH:76][C:75]([OH:78])=[C:74]2[C:69]=1[CH:70]=[CH:71][C:72](=[O:79])[NH:73]2)[CH2:35][NH:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][C:44]([NH:46][CH2:47][C:48]1[C:49]([NH:61][CH:62]2[CH2:67][CH2:66][O:65][CH2:64][CH2:63]2)=[C:50]2[CH:58]=[N:57][N:56]([CH2:59][CH3:60])[C:51]2=[N:52][C:53]=1[CH2:54][CH3:55])=[O:45])(C(C)(C)C)(C)C>>[CH2:59]([N:56]1[C:51]2=[N:52][C:53]([CH2:54][CH3:55])=[C:48]([CH2:47][NH:46][C:44](=[O:45])[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39][CH2:38][CH2:37][NH:36][CH2:35][C@H:34]([OH:33])[C:68]3[CH:77]=[CH:76][C:75]([OH:78])=[C:74]4[C:69]=3[CH:70]=[CH:71][C:72](=[O:79])[NH:73]4)[C:49]([NH:61][CH:62]3[CH2:67][CH2:66][O:65][CH2:64][CH2:63]3)=[C:50]2[CH:58]=[N:57]1)[CH3:60]Participants
3
Reactant 2
Product 1
Procedure
The title compound was synthesized in a manner analogous to that described in Intermediate 3, using Intermediate 55 as substrate.
Sources & evidence
- ORD record
- ord-1f920a8d7aad41cb889efcbb034b1972
- Source dataset
- uspto-grants-2013_02
- Patent number
- US08367829B2
Reaction notes
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