C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[CH2:20]([O:22][C:23]([C:25]12[CH2:42][CH:41]1[CH:40]=[CH:39][CH2:38][CH2:37][CH2:36][CH2:35][N:34]([CH3:43])[C:33](=[O:44])[N:32]1[CH:28]([CH2:29][CH:30]([OH:45])[CH2:31]1)[C:27](=[O:46])[NH:26]2)=[O:24])[CH3:21].[F:47][C:48]1[CH:49]=[C:50]([C:54]2[N:63]=[C:62](O)[C:61]3[C:56](=[C:57]([CH3:67])[C:58]([O:65][CH3:66])=[CH:59][CH:60]=3)[N:55]=2)[CH:51]=[CH:52][CH:53]=1.N#N.CC(OC(/N=N/C(OC(C)C)=O)=O)C>C1COCC1.CN(C=O)C>[CH2:20]([O:22][C:23]([C:25]12[CH2:42][CH:41]1[CH:40]=[CH:39][CH2:38][CH2:37][CH2:36][CH2:35][N:34]([CH3:43])[C:33](=[O:44])[N:32]1[CH:28]([CH2:29][CH:30]([O:45][C:62]3[C:61]4[C:56](=[C:57]([CH3:67])[C:58]([O:65][CH3:66])=[CH:59][CH:60]=4)[N:55]=[C:54]([C:50]4[CH:51]=[CH:52][CH:53]=[C:48]([F:47])[CH:49]=4)[N:63]=3)[CH2:31]1)[C:27](=[O:46])[NH:26]2)=[O:24])[CH3:21]PPh3 (415 mg, 1.58 mmol) was added to a stirred solution of the alcohol 51 (300 mg, 0.79 mmol) and the quinazolinol 127 (247 mg, 0.87 mmol) in dry THF (35 mL) and dry DMF 7 mL. The reaction was placed under an inert atmosphere (N2) at room temperature. DIAD (311 μL, 1.58 mmol) was added. The reaction mixture was stirred for 18 h. A precipitation was formed in the flask and more white solid precipitated after addition of 40 mL diethyl ether. The precipitation was filtered off and washed with diethyl ether and dried under vacuum which gave the pure title compound (381 mg, 75%). LRMS (M+H) 646.
Wird geladen…