[F:1][C:2]([F:15])([F:14])[S:3]([O:6]S(C(F)(F)F)(=O)=O)(=[O:5])=[O:4].O[CH2:17][CH2:18][CH2:19][CH2:20][CH:21]1[CH2:25][CH2:24][O:23][C:22]1=[O:26].CCN(C(C)C)C(C)C>C(Cl)Cl>[F:1][C:2]([F:15])([F:14])[S:3]([O:6][CH2:17][CH2:18][CH2:19][CH2:20][CH:21]1[CH2:25][CH2:24][O:23][C:22]1=[O:26])(=[O:5])=[O:4]Trifluoromethanesulfonic anhydride (0.64 mL, 3.8 mmol) was added dropwise to a 0° C. solution of 3-(4-hydroxybutyl)-dihydrofuran-2(3H)-one (0.50 g, 3.2 mmol) and DIEA (0.94 mL, 5.4 mmol) in CH2Cl2 (15 mL). After stirring at 0° C. for 1.5 hours, the reaction was diluted with CH2Cl2 and washed sequentially with water, 1 M HCl, and water. The organics were dried over MgSO4 and concentrated under reduced pressure. The crude product was chromatographed (1:2 EtOAc/hexanes) to afford the product as a colorless oil (0.21 g, 23%).
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