DMAP (234.4 mg, 1.92 mmol) in anhydrous DCM (5 ml) was added dropwise to the mixture of CPT-SS-OH (430 mg, 0.81 mmol) or CPT-CC-OH (400.7 mg, 0.81 mmol) and triphosgene (83 mg, 0.28 mmol) in anhydrous DCM (100 ml) under ice bath with stirring. After 1 hour of reaction, PR104A (401 mg, 0.81 mmol) in anhydrous DCM (5 ml) was added, with stirring at room temperature overnight. Then, the crude product was purified by preparative liquid chromatography to obtain CPT-SS-PR104A or CPT-CC-PR104A as a yellow solid with a yield of 82.3 or 78.6%, respectively. The compounds were confirmed by SolariX 7.0 T ESI-MS (Bruker, Germany) and Bruker AV-400 NMR Spectroscopy (Bruker, Germany). HRMS (ESI) m/z: [M + H]+ calcd for C40H42BrN6O17S3, 1053.09465; found, 1053.09476. 1H NMR (400 MHz, CDCl3, δ): 8.60 (d, J = 2.8 Hz, 1H), 8.55 (d, J = 2.8 Hz, 1H), 8.43 (s, 1H), 8.23 (d, J = 8.5 Hz, 1H), 7.96 (d, J = 7.4 Hz, 1H), 7.85 (t, J = 7.1 Hz, 1H), 7.68 (t, J = 7.0 Hz, 1H), 7.57 (t, J = 5.8 Hz, 1H), 7.36 (s, 1H), 5.66 (d, J = 17.2 Hz, 1H), 5.35 (d, J = 17.2 Hz, 1H), 5.29 (s, 2H), 4.46 to 4.21 (m, 8H), 3.76 (t, J = 5.2 Hz, 2H), 3.66 to 3.49 (m, 6H), 3.01 (s, 3H), 2.98 to 2.86 (m, 4H), 2.30 to 2.07 (m, 2H), and 0.99 (t, J = 7.5 Hz, 3H). HRMS (ESI) m/z: [M + H]+ calcd for C42H46BrN6O17S, 1017.18180; found, 1017.18416. 1H NMR (400 MHz, CDCl3, δ): 8.62 (d, J = 2.7 Hz, 1H), 8.56 (d, J = 2.8 Hz, 1H), 8.42 (s, 1H), 8.23 (d, J = 8.5 Hz, 1H), 7.96 (d, J = 8.1 Hz, 1H), 7.85 (t, J = 7.5 Hz, 1H), 7.68 (t, J = 7.5 Hz, 1H), 7.41 (t, J = 5.7 Hz, 1H), 7.35 (s, 1H), 5.68 (d, J = 17.2 Hz, 1H), 5.38 (d, J = 17.2 Hz, 1H), 5.30 (s, 2H), 4.49 to 4.28 (m, 4H), 4.22 to 4.02 (m, 4H), 3.82 to 3.71 (m, 2H), 3.66 to 3.50 (m, 6H), 3.01 (s, 3H), 2.34 to 2.08 (m, 2H), 1.70 to 1.66 (m, 2H), 1.64 to 1.57 (m, 2H), 1.42 to 1.32 (m, 4H), and 0.99 (t, J = 7.4 Hz, 3H).

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