C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Cl:20]C(Cl)(Cl)C(Cl)(Cl)Cl.[C:28]([O:32][C:33]([NH:35][C@H:36]([C:39]([O:41][CH3:42])=[O:40])[CH2:37]O)=[O:34])([CH3:31])([CH3:30])[CH3:29]>ClCCCl.ClCCCl.ClCCCl.C(Cl)Cl>[C:28]([O:32][C:33]([NH:35][C@H:36]([C:39]([O:41][CH3:42])=[O:40])[CH2:37][Cl:20])=[O:34])([CH3:31])([CH3:30])[CH3:29]A solution of triphenylphosphine (4.55 g, 17.4 mmol) and hexachloroethane (3.9 g, 16.5 mmol) in 1,2-dichloroethane (18 mL) prepared at 0° C. was added via cannula into a flask containing a solution of methyl N-(tert-butoxycarbonyl)-L-serinate (3.2 g, 14.6 mmol) in 1,2-dichloroethane DCE (40 mL), kept at 0° C. under N2 atmosphere. After the addition was completed, the reaction mixture was further stirred at room temperature for 2 h, diluted with DCM, washed with sat NaHCO3, dried over MgSO4, filtered and concentrated. Purification made through chromatographic column of silicagel eluted with 10% to 50% EtOAc in hexane for 30 min, to afford 2.13 g (61% yield) of title compound as white crystals. MS: m/z=260.0 (MNa+).
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