4-(2-(3-((Benzyloxycarbonylamino)methyl)-4-(ethylsulfonyl)phenylamino)-2-oxoethoxy)-3,5-dimethylphenylboronic acid → 2-(4-(2-(3-((Benzyloxycarbonylamino)methyl)-4-(ethylsulfonyl)phenylamino)-2-oxoethoxy)-3,5-dimethylphenyl)-2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)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.[CH2:60]([O:67][C:68]([NH:70][CH2:71][C:72]1[CH:73]=[C:74]([NH:83][C:84](=[O:98])[CH2:85][O:86][C:87]2[C:92]([CH3:93])=[CH:91][C:90](B(O)O)=[CH:89][C:88]=2[CH3:97])[CH:75]=[CH:76][C:77]=1[S:78]([CH2:81][CH3:82])(=[O:80])=[O:79])=[O:69])[C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=1>>[CH2:60]([O:67][C:68]([NH:70][CH2:71][C:72]1[CH:73]=[C:74]([NH:83][C:84](=[O:98])[CH2:85][O:86][C:87]2[C:92]([CH3:93])=[CH:91][C:90]([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])([CH3:49])[CH3:50])=[O:46])=[N:39][CH:38]=[CH:37]4)[C:30]([OH:32])=[O:31])=[CH:89][C:88]=2[CH3:97])[CH:75]=[CH:76][C:77]=1[S:78]([CH2:81][CH3:82])(=[O:80])=[O:79])=[O:69])[C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=1Participants
3
Reactant 2
Product 1
Procedure
According to the procedure for the preparation of 66D, 79C (150 mg, 0.271 mmol) afforded 205 mg (82%) of 79D as an orange solid. MS (ESI) m/z 926.5 (M+H)+.
Sources & evidence
- ORD record
- ord-103da9add6d346f6a1b4057b9152478d
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07592331B2
Reaction notes
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