SYNTHESIS AND CONFIGURATION ASSIGNMENT OF HEPOXILINS B 3
DEMIN P. M., VASIL'EVA L. L.*, LAPITSKAYA M. A.*, BELOSLUDTSEV Yu. Yu., MYAGKOVA G. I., PIVNITSKY K. K.*
M. V. Lomonosov Institute of Fine Chemical Technology; *Institute of Experimental Endocrinology and Hormone Chemistry, Academy of Medical Sciences of the USSR, Moscow
Abstract: A new synthesis of hepoxilins B3 (HXB3) has been carried out via the corresponding polyacetilenic precursors, and configurations of each diastereoisomeric HXB3 were have been determined. 10R,11R,12S-Diastereomer of HXB3 and its methyl ester are more polar on silica gel, and tert-butyldimethylsilyl ether of the latter is less retentive on GLC than (10S)-diastereomer derivatives. The assignment of the configuration allows to analyze the influence of biosynthetic conditions on the ratio of HXB3 diastereomers.
Russian Journal of Bioorganic Chemistry 1990, 16 (1):127-128