2-(1-(Bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)-2-(4-(2-(3-cyano-4-(ethylsulfonyl)phenylcarbamoyloxy)ethyl)-3-methylphenyl)acetic acid → 2-(4-(2-(3-(Aminomethyl)-4-(ethylsulfonyl)phenylcarbamoyloxy)ethyl)-3-methylphenyl)-2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)acetic acid
Reaction equation
NCC1C=C(NC(=O)N(CCC2C=CC(C(NC3C=C4C(=CC=3)C(N(C(OC(C)(C)C)=O)C(OC(C)(C)C)=O)=NC=C4)C(O)=O)=CC=2)C)C=CC=1S(CC)(=O)=O.[C:57]([O:61][C:62]([N:64]([C:106]([O:108][C:109]([CH3:112])([CH3:111])[CH3:110])=[O:107])[C:65]1[C:74]2[C:69](=[CH:70][C:71]([NH:75][CH:76]([C:80]3[CH:85]=[CH:84][C:83]([CH2:86][CH2:87][O:88][C:89](=[O:104])[NH:90][C:91]4[CH:96]=[CH:95][C:94]([S:97]([CH2:100][CH3:101])(=[O:99])=[O:98])=[C:93]([C:102]#[N:103])[CH:92]=4)=[C:82]([CH3:105])[CH:81]=3)[C:77]([OH:79])=[O:78])=[CH:72][CH:73]=2)[CH:68]=[CH:67][N:66]=1)=[O:63])([CH3:60])([CH3:59])[CH3:58]>>[NH2:103][CH2:102][C:93]1[CH:92]=[C:91]([NH:90][C:89]([O:88][CH2:87][CH2:86][C:83]2[CH:84]=[CH:85][C:80]([CH:76]([NH:75][C:71]3[CH:70]=[C:69]4[C:74](=[CH:73][CH:72]=3)[C:65]([N:64]([C:106]([O:108][C:109]([CH3:112])([CH3:111])[CH3:110])=[O:107])[C:62]([O:61][C:57]([CH3:60])([CH3:58])[CH3:59])=[O:63])=[N:66][CH:67]=[CH:68]4)[C:77]([OH:79])=[O:78])=[CH:81][C:82]=2[CH3:105])=[O:104])[CH:96]=[CH:95][C:94]=1[S:97]([CH2:100][CH3:101])(=[O:99])=[O:98]Participants
3
Reactant 2
Product 1
Procedure
Using a procedure analogous to that used to prepare 25E, 31C (419 mg) was hydrogenated for 15 h to give 31D (400 mg, 95%) as a yellow glass. MS (ESI) m/z 792.43 (M+H)+.
Sources & evidence
- ORD record
- ord-7214918fa7774726b6036a0d8f02d743
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07592331B2
Reaction notes
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