[C:1]([O:5][C:6](=[O:14])[NH:7][CH:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].C(N(C(C)C)C(C)C)C.[CH2:24]1[CH2:33][C@H:32]2[N:27]([CH2:28][CH2:29][CH2:30][C@H:31]2[CH2:34]O)[CH2:26][CH2:25]1.[I-].C(C[P+](C)(C)C)#N>C(#N)CC>[C:1]([O:5][C:6](=[O:14])[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([CH2:34][C@H:31]2[C@@H:32]3[N:27]([CH2:26][CH2:25][CH2:24][CH2:33]3)[CH2:28][CH2:29][CH2:30]2)[CH2:10][CH2:9]1)([CH3:4])([CH3:2])[CH3:3]3 (3 g, 15 mmol) is dissolved in 150 ml of propionitril. Ethyldiisopropylamine (10.2 ml, 60 mmol), (−)-lupinine (2.5 g, 15 mmol) and cyanomethyl-trimethyl-phosphonium iodide (Zaragoza reagent, 7.3 g, 30 mmol) are added. The reaction mixture is heated to 120° C. and stirred for 22 hours. Then the mixture is evaporated under reduced pressure. The residue is dissolved with ethyl acetate, washed 10% K2CO3- and NaCl-solution, and dried over Na2SO4. Evaporation gave 5.7 g of a brown oil. The crude product is purified by Flash-chromatography (ethyl acetate, then methanol/ethyl acetate (4:6), silicagel).
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