(R)-3-(2-((2-(8-(benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl)amino)-2-methylpropyl)benzoic acid → (R)-6-((3-(4-(3-(2-((2-(8-(benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl)amino)-2-methylpropyl)benzoyl)piperazine-1-carbonyl)phenyl)sulfonyl)-4-((3-methoxyphenyl)amino)-8-methylquinoline-3-carboxamide

HRID 1944952Notes

Reaction equation

HRID 1944952 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:9][C:10]2[C:19]3[C:14](=[C:15]([CH3:49])[CH:16]=[C:17]([S:20]([C:23]4[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([N:31]5[CH2:36][CH2:35][N:34]([C:37](=[O:48])[C:38]6[CH:43]=[CH:42][CH:41]=[C:40](CC(=O)C)[CH:39]=6)[CH2:33][CH2:32]5)=[O:30])[CH:24]=4)(=[O:22])=[O:21])[CH:18]=3)[N:13]=[CH:12][C:11]=2[C:50]([NH2:52])=[O:51])[CH:6]=[CH:7][CH:8]=1.[CH2:53]([O:60][C:61]1[CH:62]=[CH:63][C:64]([C@@H:72]([O:88][Si:89]([C:92]([CH3:95])([CH3:94])[CH3:93])([CH3:91])[CH3:90])[CH2:73][NH:74][C:75]([CH3:87])([CH3:86])[CH2:76]C2C=C(C=CC=2)C(O)=O)=[C:65]2[C:70]=1[NH:69][C:68](=[O:71])[CH:67]=[CH:66]2)[C:54]1[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=1>>[CH2:53]([O:60][C:61]1[CH:62]=[CH:63][C:64]([C@@H:72]([O:88][Si:89]([C:92]([CH3:95])([CH3:94])[CH3:93])([CH3:90])[CH3:91])[CH2:73][NH:74][C:75]([CH3:86])([CH3:87])[CH2:76][C:40]2[CH:39]=[C:38]([CH:43]=[CH:42][CH:41]=2)[C:37]([N:34]2[CH2:35][CH2:36][N:31]([C:29]([C:25]3[CH:24]=[C:23]([S:20]([C:17]4[CH:18]=[C:19]5[C:14](=[C:15]([CH3:49])[CH:16]=4)[N:13]=[CH:12][C:11]([C:50]([NH2:52])=[O:51])=[C:10]5[NH:9][C:5]4[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=4)(=[O:22])=[O:21])[CH:28]=[CH:27][CH:26]=3)=[O:30])[CH2:32][CH2:33]2)=[O:48])=[C:65]2[C:70]=1[NH:69][C:68](=[O:71])[CH:67]=[CH:66]2)[C:54]1[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=1

Participants

3

Reactant 2

HCID 58505082(R)-3-(2-((2-(8-(benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl)amino)-2-methylpropyl)benzoic acidHCID 669880454-((3-Methoxyphenyl)amino)-8-methyl-6-((3-(4-(3-(2-oxopropyl)benzoyl)piperazine-1-carbonyl)phenyl)sulfonyl)quinoline-3-carboxamide

Product 1

HCID 86659110(R)-6-((3-(4-(3-(2-((2-(8-(benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl)amino)-2-methylpropyl)benzoyl)piperazine-1-carbonyl)phenyl)sulfonyl)-4-((3-methoxyphenyl)amino)-8-methylquinoline-3-carboxamide

Procedure

The title compound was synthesized in a manner analogous to that described for Intermediate 97, using Intermediate 101 in place of 3-(2-oxopropyl)benzoic acid. ES/MS calcd. for C64H72N7O9SSi+ 1142.5. Found m/z=1142.5 (M+H)+.

Sources & evidence

ORD record
ord-f4e62ef65e06472ab6040db26d1a20fa
Source dataset
uspto-grants-2013_03
Patent number
US08394829B2

Reaction notes

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