Dimethylformamide → Trifluoroacetic acid

Participants

Reaction Conditions

Reaction Steps

Glucose-C6-2-mesitylenesulfonated vancomycin TFA salt (XLI) (10 mg, 0.00573 mmol), 4-(trifluoromethyl)-2-pyridinethiol (21.6 mg 0.12 mmol), and K2CO3 (17 mg 0.123 mmol), are dissolved with dry DMF (0.5 mL). The mixture is stirred at 65° C. After 2 h. analytical HPLC indicates the reaction is done. The mixture is filtered and purified by ODS-HPLC (LUNA 5 μm C18(2), 21.2×250 mm, UV=285 nm, A: 0.1% TFA/H2O, B: MeCN, 0-50-100% B 0-30-40 min., 8 mL/min, tr=35 min.) to give (LX) as a white amorphous TFA salt (2.3 mg, 0.00133 mmol, 23%). LRESI-MS 1613 (M+4H, for C71H8035Cl2F3N11O23S)+, 1143 (M−vancosamine-glucose+H)+.

Provenance & Evidence