1-(4-((6-Bromohexyl)oxy)butyl)-4-nitrobenzene → (R)-8-hydroxy-5-(2,2,3,3-tetramethyl-18-(4-nitrophenyl)-4,14-dioxa-7-aza-3-silaoctadecan-5-yl)quinolin-2(1H)-one

HRID 385271Notes

Reaction equation

HRID 385271 reaction equation
[Si:1]([O:8][C@H:9]([C:30]1[CH:39]=[CH:38][C:37]([OH:40])=[C:36]2[C:31]=1[CH:32]=[CH:33][C:34](=[O:41])[NH:35]2)[CH2:10][NH:11][CH2:12][CH2:13][CH2:14]C#CC1C=CC(NC(=O)C(F)(F)F)=CC=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].BrCCC[CH2:46][CH2:47][CH2:48][O:49][CH2:50][CH2:51][CH2:52][CH2:53][C:54]1[CH:59]=[CH:58][C:57]([N+:60]([O-:62])=[O:61])=[CH:56][CH:55]=1>>[OH:40][C:37]1[CH:38]=[CH:39][C:30]([C@H:9]([CH2:10][NH:11][CH2:12][CH2:13][CH2:14][CH2:46][CH2:47][CH2:48][O:49][CH2:50][CH2:51][CH2:52][CH2:53][C:54]2[CH:55]=[CH:56][C:57]([N+:60]([O-:62])=[O:61])=[CH:58][CH:59]=2)[O:8][Si:1]([CH3:2])([CH3:3])[C:4]([CH3:6])([CH3:7])[CH3:5])=[C:31]2[C:36]=1[NH:35][C:34](=[O:41])[CH:33]=[CH:32]2

Participants

3

Reactant 2

HCID 200714241-(4-((6-Bromohexyl)oxy)butyl)-4-nitrobenzeneHCID 58505275(R)-N-(4-(5-((2-((tert-butyldimethylsilyl)oxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl)amino)pent-1-yn-1-yl)phenyl)-2,2,2-trifluoroacetamide

Product 1

HCID 58505188(R)-8-hydroxy-5-(2,2,3,3-tetramethyl-18-(4-nitrophenyl)-4,14-dioxa-7-aza-3-silaoctadecan-5-yl)quinolin-2(1H)-one

Procedure

The title compound was prepared in a manner analogous to that described for Intermediate 37, using Intermediate 27 in place of Intermediate 26. ES/MS calcd. for C33H50N3O6Si+ 612.4. found m/z=612.5 (M+H)+.

Sources & evidence

ORD record
ord-36fc05ada764445f9b16e69ec7454c15
Source dataset
uspto-grants-2013_02
Patent number
US08367829B2

Reaction notes

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