130523-06-7Relevant academic research and scientific papers
Chemistry of the Ginkgolides, VI. - Preparation of 1,10-Dihydroxy- and 1,7,10-Trihydroxyginkgolide from 1,3,7,10-Tetrahydroxyginkgolide
Weinges, Klaus,Ruemmler, Matthias,Schick, Hartmut
, p. 1023 - 1028 (2007/10/02)
1,3,7,10-Tetrahydroxyginkgolide ("ginkgolide C", 1) which can be isolated in large quantities from the terpene fraction of Ginkgo leaves, can be converted into 1-(tert-butyldiphenylsilyloxy)-3,7,10-trihydroxyginkgolide (2) in 95percent yield. 2 was conver
Chemistry of Ginkgolides, IV. Synthesis of Ginkgolide B from Ginkgolide C
Weinges, Klaus,Schick, Hartmut
, p. 81 - 83 (2007/10/02)
The reaction of ginkgolide C (3) with tert-butylchlorodiphenylsilane results exclusively in the formation of the 1-O-tert-butyldiphenylsilyl ether 5, which when treated with O-phenylchlorothioformate leads to the 7-phenyloxythiocarbonyl derivative 6.The reduction of 6 with tributyltin hydride/AIBN yields the 1-O-tert-butyldiphenylsilyl ether 7 of ginkgolide B (2).Removal of the silyl protective group with tetrabutylammonium fluoride gives pure ginkgolide B (2).The structures of the reaction products were confirmed by analytical and spectroscopic methods.
