(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 → (R)-6-((3-(4-(3-(2-((2-(8-(benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl)-2-hydroxyethyl)amino)-2-methylpropyl)benzoyl)piperazine-1-carbonyl)phenyl)sulfonyl)-4-((3-methoxyphenyl)amino)-8-methylquinoline-3-carboxamide

HRID 1944955Notes

Reaction equation

C(OC1C=CC([C@@H](O)CNCCC2C=CC(NC(C3C=C(S(C4C=C5C(=C(C)C=4)N=CC(C(N)=O)=C5NC4C=CC=C(OC)C=4)(=O)=O)C=CC=3)=O)=CC=2)=C2C=1NC(=O)C=C2)C1C=CC=CC=1.[CH2:67]([O:74][C:75]1[CH:76]=[CH:77][C:78]([C@@H:86]([O:141][Si](C(C)(C)C)(C)C)[CH2:87][NH:88][C:89]([CH3:140])([CH3:139])[CH2:90][C:91]2[CH:92]=[C:93]([CH:136]=[CH:137][CH:138]=2)[C:94]([N:96]2[CH2:101][CH2:100][N:99]([C:102]([C:104]3[CH:105]=[C:106]([S:110]([C:113]4[CH:114]=[C:115]5[C:120](=[C:121]([CH3:123])[CH:122]=4)[N:119]=[CH:118][C:117]([C:124]([NH2:126])=[O:125])=[C:116]5[NH:127][C:128]4[CH:133]=[CH:132][CH:131]=[C:130]([O:134][CH3:135])[CH:129]=4)(=[O:112])=[O:111])[CH:107]=[CH:108][CH:109]=3)=[O:103])[CH2:98][CH2:97]2)=[O:95])=[C:79]2[C:84]=1[NH:83][C:82](=[O:85])[CH:81]=[CH:80]2)[C:68]1[CH:73]=[CH:72][CH:71]=[CH:70][CH:69]=1>>[CH2:67]([O:74][C:75]1[CH:76]=[CH:77][C:78]([C@@H:86]([OH:141])[CH2:87][NH:88][C:89]([CH3:139])([CH3:140])[CH2:90][C:91]2[CH:92]=[C:93]([CH:136]=[CH:137][CH:138]=2)[C:94]([N:96]2[CH2:97][CH2:98][N:99]([C:102]([C:104]3[CH:105]=[C:106]([S:110]([C:113]4[CH:114]=[C:115]5[C:120](=[C:121]([CH3:123])[CH:122]=4)[N:119]=[CH:118][C:117]([C:124]([NH2:126])=[O:125])=[C:116]5[NH:127][C:128]4[CH:133]=[CH:132][CH:131]=[C:130]([O:134][CH3:135])[CH:129]=4)(=[O:111])=[O:112])[CH:107]=[CH:108][CH:109]=3)=[O:103])[CH2:100][CH2:101]2)=[O:95])=[C:79]2[C:84]=1[NH:83][C:82](=[O:85])[CH:81]=[CH:80]2)[C:68]1[CH:69]=[CH:70][CH:71]=[CH:72][CH:73]=1

Participants

Reactant 2

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

HCID 86659111(R)-6-[[3-[[4-[2-[[2-[8-(Benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl]-2-hydroxyethyl]amino]ethyl]-phenyl]carbamoyl]phenyl]sulfonyl]-4-[(3-methoxyphenyl)amino]-8-methylquinoline-3-carboxamide

Product 1

HCID 86659113(R)-6-((3-(4-(3-(2-((2-(8-(benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl)-2-hydroxyethyl)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 144, using Intermediate 142 as a substrate. ES/MS calcd. for C58H58N7O9S+ 1028.4. Found m/z=1028.3 (M+H)+.

Sources & evidence

ORD record: ord-d5714f7e000044729d2c4150a6ee1244
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08394829B2

Reaction notes

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