Phosphate → 21-deoxyconcanamycin A

Participants

Reaction Steps

5 ml of 0.5N HCI are added to a solution of 500 mg (0.57 mmol) of 21-O-methylconcanamycin A and 258 mg of NaBH3CN (4.11 mmol, 7 equiv.) in 65 ml of EtOH and the reaction mixture is then stirred at room temperature for 4 hours. The TLC monitoring is effected using RP 8-silica gel plates (Merck) (eluant: MeOH/H2O 9:2). For working-up, 60 ml of phosphate buffer (pH=7) are added, EtOH is removed in vacuo and the aqueous residue is extracted with CHCl3. Purification is carried out by MPLC chromatography on RP 18-silica gel (eluant: MeOH/H2O 8:2). The yield is 228 mg (47%), m.p.: 140° C.

Provenance & Evidence