2-(4-(2-(3-((Benzyloxycarbonylamino)methyl)phenylamino)-2-oxoethoxy)phenyl)-2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)acetic acid → 2-(1-(Bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)-2-(4-(2-(tert-butyldimethylsilyloxy)propyl)phenyl)acetic acid
Reaction equation
C(OC(NCC1C=C(NC(=O)COC2C=CC([CH:29]([NH:33][C:34]3[CH:35]=[C:36]4[C:41](=[CH:42][CH:43]=3)[C:40]([N:44]([C:52]([O:54][C:55]([CH3:58])([CH3:57])[CH3:56])=[O:53])[C:45]([O:47][C:48]([CH3:51])([CH3:50])[CH3:49])=[O:46])=[N:39][CH:38]=[CH:37]4)[C:30]([OH:32])=[O:31])=CC=2)C=CC=1)=O)C1C=CC=CC=1.[Si:60]([O:67][CH:68]([CH3:79])[CH2:69][C:70]1[CH:75]=[CH:74][C:73](B(O)O)=[CH:72][CH:71]=1)([C:63]([CH3:66])([CH3:65])[CH3:64])([CH3:62])[CH3:61]>>[C:48]([O:47][C:45]([N:44]([C:52]([O:54][C:55]([CH3:58])([CH3:56])[CH3:57])=[O:53])[C:40]1[C:41]2[C:36](=[CH:35][C:34]([NH:33][CH:29]([C:73]3[CH:74]=[CH:75][C:70]([CH2:69][CH:68]([O:67][Si:60]([C:63]([CH3:64])([CH3:66])[CH3:65])([CH3:61])[CH3:62])[CH3:79])=[CH:71][CH:72]=3)[C:30]([OH:32])=[O:31])=[CH:43][CH:42]=2)[CH:37]=[CH:38][N:39]=1)=[O:46])([CH3:50])([CH3:51])[CH3:49]Participants
3
Reactant 2
Product 1
Procedure
According to the procedure for the preparation of 66D, 77C (200 mg, 0.68 mmol) afforded 295 mg (65%) of 77D as an off-white solid. MS (ESI) m/z 666.4(M+H)+.
Sources & evidence
- ORD record
- ord-bd0f829b48c84d47b591339ab8bfe9c3
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07592331B2
Reaction notes
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