Total synthesis of sauropunol A-D isolated from Sauropus rostratus genus plants

Sauropunol A-D potentially with anti-inflammatory, anti-bacterial activities were recently isolated from traditional Chinese medicinal plant Sauropus rostratus. Herein, we report the total synthesis of sauropunol( A - D )starting from a commercially available 2-deoxy-D-arabino-hexopyranose. The trifluoromethane sulfonation of intermediates could simultaneously trigger intramolecular cyclization to afford 3, 6-anhydro hexofuranoside scaffold. The following deprotection reaction could produce sauropunol A , B and C / D with total yields of 21%, 5%, and 17%(isomer sauropunol C / D ), respectively. Structures of the target compounds were confirmed by comparison with NMR spectroscopic properties of those previously reported.