(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 → (R)-6-((3-((4-(5-((2-((tert-butyldimethylsilyl)oxy)-2-(6-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethyl)amino)pent-1-yn-1-yl)phenyl)carbamoyl)phenyl)sulfonyl)-4-((3-methoxyphenyl)amino)-8-methylquinoline-3-carboxamide

HRID 1944968Notes

Reaction equation

HRID 1944968 reaction equation
[Si:1]([O:8][C@H:9](C1C=CC(O)=C2C=1C=CC(=O)N2)[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]([C:81]1[C:86]2[O:87][CH2:88][C:89](=[O:91])[NH:90][C:85]=2[CH:84]=[C:83]([OH:92])[CH:82]=1)O[Si](C(C)(C)C)(C)C>>[Si:1]([O:8][C@H:9]([C:81]1[C:86]2[O:87][CH2:88][C:89](=[O:91])[NH:90][C:85]=2[CH:84]=[C:83]([OH:92])[CH:82]=1)[CH2:10][NH:11][CH2:12][CH2:13][CH2:14][C:15]#[C:16][C:17]1[CH:18]=[CH:19][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:21][CH:22]=1)([C:4]([CH3:5])([CH3:7])[CH3:6])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 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-carboxamideHCID 66988084(R)-8-(2-amino-1-((tert-butyldimethylsilyl)oxy)ethyl)-6-hydroxy-2H-benzo[b][1,4]oxazin-3(4H)-one

Product 1

HCID 86659126(R)-6-((3-((4-(5-((2-((tert-butyldimethylsilyl)oxy)-2-(6-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethyl)amino)pent-1-yn-1-yl)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 (R)-8-(2-amino-1-((tert-butyldimethylsilyl)oxy)ethyl)-6-hydroxy-2H-benzo[b][1,4]oxazin-3(4H)-one in place of Intermediate 2. ES/MS calcd. for C52H57N6O9SSi+ 969.4. Found m/z=969.5 (M+H)+.

Sources & evidence

ORD record
ord-b77c82ad0ccc44649c37fb8cc316a6a5
Source dataset
uspto-grants-2013_03
Patent number
US08394829B2

Reaction notes

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