[B-](F)(F)(F)F.CCOC(C(C#N)=NOC(N(C)C)=[N+](C)C)=O.C(N(C(C)C)C(C)C)C.[C@H:32]1([CH2:42][O:43][C:44]2[CH:49]=[CH:48][C:47]([NH2:50])=[CH:46][CH:45]=2)[C@@H:41]2[N:36]([CH2:37][CH2:38][CH2:39][CH2:40]2)[CH2:35][CH2:34][CH2:33]1.[CH2:51]([O:55][C:56]1[CH:64]=[CH:63][C:59]([C:60](O)=[O:61])=[CH:58][CH:57]=1)[CH2:52][CH2:53][CH3:54]>CN(C=O)C.C(=O)(O)[O-].[Na+].C(OCC)(=O)C>[CH2:51]([O:55][C:56]1[CH:57]=[CH:58][C:59]([C:60]([NH:50][C:47]2[CH:48]=[CH:49][C:44]([O:43][CH2:42][C@H:32]3[C@@H:41]4[N:36]([CH2:37][CH2:38][CH2:39][CH2:40]4)[CH2:35][CH2:34][CH2:33]3)=[CH:45][CH:46]=2)=[O:61])=[CH:63][CH:64]=1)[CH2:52][CH2:53][CH3:54]TOTU (78 mg) and ethyldiisopropylamine (31 mg), followed by 4-[(1R,9aR)-1-(octahydroquinolizin-1-yl)methoxy]phenylamine (62 mg), were added to a solution of 4-butoxybenzoic acid (46.4 mg) in DMF (2 ml) at 0° C. After a reaction time of three hours at room temperature, the mixture was diluted with sodium bicarbonate solution and ethyl acetate. After separation of the phases, the aqueous phase was extracted with ethyl acetate, and the combined organic phases were dried over magnesium sulfate and concentrated. The residue was purified by preparative HPLC. The product with the molecular weight of 436.60 (C27H36N2O3); MS (ESI): 437 (M+H+) was obtained in this way.
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