2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)-2-[4-(2-hydroxy-butyl)-phenyl]-N-(3-nitro-benzyl)-acetamide → 2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)-2-(4-(2-(tert-butyldimethylsilyloxy)propyl)phenyl)-N-(3-nitrobenzyl)acetamide
Reaction equation
C(OC(N(C(OC(C)(C)C)=O)C1C2C(=CC(NC(C3C=CC(CC(O)CC)=CC=3)C([NH:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([N+:31]([O-:33])=[O:32])[CH:26]=3)=O)=CC=2)C=CN=1)=O)(C)(C)C.[C:52]([O:56][C:57]([N:59]([C:92]([O:94][C:95]([CH3:98])([CH3:97])[CH3:96])=[O:93])[C:60]1[C:69]2[C:64](=[CH:65][C:66]([NH:70][CH:71]([C:75]3[CH:80]=[CH:79][C:78]([CH2:81][CH:82]([O:84][Si:85]([C:88]([CH3:91])([CH3:90])[CH3:89])([CH3:87])[CH3:86])[CH3:83])=[CH:77][CH:76]=3)[C:72]([OH:74])=O)=[CH:67][CH:68]=2)[CH:63]=[CH:62][N:61]=1)=[O:58])([CH3:55])([CH3:54])[CH3:53]>>[C:52]([O:56][C:57]([N:59]([C:92]([O:94][C:95]([CH3:97])([CH3:96])[CH3:98])=[O:93])[C:60]1[C:69]2[C:68](=[CH:67][C:66]([NH:70][CH:71]([C:75]3[CH:76]=[CH:77][C:78]([CH2:81][CH:82]([O:84][Si:85]([C:88]([CH3:89])([CH3:91])[CH3:90])([CH3:87])[CH3:86])[CH3:83])=[CH:79][CH:80]=3)[C:72]([NH:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([N+:31]([O-:33])=[O:32])[CH:26]=3)=[O:74])=[CH:65][CH:64]=2)[CH:63]=[CH:62][N:61]=1)=[O:58])([CH3:53])([CH3:55])[CH3:54]Participants
3
Reactant 2
Product 1
Procedure
According to the procedure for the preparation of 70F, 77D (150 mg, 0.225 mmol) afforded 172 mg (96%) of 77E as a brown glass. MS (ESI) m/z 800.5 (M+H)+.
Sources & evidence
- ORD record
- ord-b39f56d202b744399a8f854f7f8e5849
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07592331B2
Reaction notes
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