N-{5-[(R)-2-amino-1-(tert-butyldimethylsilanyloxy)ethyl]-2-hydroxyphenyl}formamide → (R)-6-[[3-[[4-[5-[[2-[(tert-Butyldimethylsilyl)oxy]-2-(3-formamido-4-hydroxyphenyl)ethyl]amino]pent-1-ynyl]phenyl]carbamoyl]phenyl]sulfonyl]-4-[(3-methoxyphenyl)amino]-8-methylquinoline-3-carboxamide

HRID 1944972Notes

Reaction equation

HRID 1944972 reaction equation
[Si:1]([O:8][C@H:9]([C:58]1[CH:67]=[CH:66][C:65]([OH:68])=[C:64]2[C:59]=1C=C[C:62](=[O:69])[NH:63]2)[CH2:10][NH:11][CH2:12][CH2:13][CH2:14][C:15]#[C:16][C:17]1[CH:22]=[CH:21][C:20]([NH:23][C:24]([C:26]2[CH:27]=[C:28]([S:32]([C:35]3[CH:36]=[C:37]4[C:42](=[C:43]([CH3:45])[CH:44]=3)[N:41]=[CH:40][C:39]([C:46]([NH2:48])=[O:47])=[C:38]4[NH:49][C:50]3[CH:55]=[CH:54][CH:53]=[C:52]([O:56][CH3:57])[CH:51]=3)(=[O:34])=[O:33])[CH:29]=[CH:30][CH:31]=2)=[O:25])=[CH:19][CH:18]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].NC[C@@H](C1C=CC(O)=C(NC=O)C=1)O[Si](C(C)(C)C)(C)C>>[Si:1]([O:8][C@H:9]([C:58]1[CH:67]=[CH:66][C:65]([OH:68])=[C:64]([NH:63][CH:62]=[O:69])[CH:59]=1)[CH2:10][NH:11][CH2:12][CH2:13][CH2:14][C:15]#[C:16][C:17]1[CH:22]=[CH:21][C:20]([NH:23][C:24]([C:26]2[CH:27]=[C:28]([S:32]([C:35]3[CH:36]=[C:37]4[C:42](=[C:43]([CH3:45])[CH:44]=3)[N:41]=[CH:40][C:39]([C:46]([NH2:48])=[O:47])=[C:38]4[NH:49][C:50]3[CH:55]=[CH:54][CH:53]=[C:52]([O:56][CH3:57])[CH:51]=3)(=[O:34])=[O:33])[CH:29]=[CH:30][CH:31]=2)=[O:25])=[CH:19][CH:18]=1)([C:4]([CH3:7])([CH3:5])[CH3:6])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 57461065N-{5-[(R)-2-amino-1-(tert-butyldimethylsilanyloxy)ethyl]-2-hydroxyphenyl}formamideHCID 58505204(R)-6-[[3-[[4-[5-[[2-[(tert-Butyldimethylsilyl)oxy]-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino]pent-1-ynyl]-phenyl]carbamoyl]phenyl]-sulfonyl]-4-[(3-methoxyphenyl)amino]-8-methylquinoline-3-carboxamide

Product 1

HCID 58505066(R)-6-[[3-[[4-[5-[[2-[(tert-Butyldimethylsilyl)oxy]-2-(3-formamido-4-hydroxyphenyl)ethyl]amino]pent-1-ynyl]phenyl]carbamoyl]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 153, using Intermediate 13 in place of Intermediate 2. ES/MS calcd. C51H57N6O8SSi+ 941.4. Found m/z=941 (M+H)+.

Sources & evidence

ORD record
ord-28fbe171299741bcbdea96a4ace732aa
Source dataset
uspto-grants-2013_03
Patent number
US08394829B2

Reaction notes

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