Water → HCID 68545926, compound

Participants

Reaction Steps

17-hydroxy-wortmannin (20 mg, 0.047 mmol) is dissolved in 4 mL acetonitrile and 2 mL water with 0.5 mL triethylamine. The reaction mixture is stirred at room temperature overnight. The title compound is isolated by preparative HPLC using Nova-Pak HRC 18, 60A, 6 um, 19×300 mm column (Waters) at UV 254 nm (Mobile Phase A is 100 ml acetonitrile with 900 ml water, and 0.2 ml trifluoroacetic acid. Mobile Phase B is 900 ml acetonitrile with 100 ml water and 0.2 ml trifluoroacetic acid. The gradient is 0-5 min at 20% B and 80% A, 5-35 min from 20% B to 70% B at flow rate 20 mL/min). The fraction at 12 min peak is collected and extracted with CH2Cl2. The organic layer is dried over anhydrous sodium sulfate and rotavaped to dryness. A total of 5 mg of yellow solid is obtained by precipitation from 1 mL CH2Cl2 and 3 mL heptane and drying using nitrogen gas and then a speecdvac. LC/MS shows [M+H] 449.31 and [M−H] 447.26.

Provenance & Evidence