The application relates to the field of
chemical synthesis, and first proposes a semi-synthetic method of a
natural product Sokotrasterol
sulfate. Swine
deoxycholic acid is used as
raw material, methyl ester and tert-butyl dimethyl
silyl ether are used to protect the carboxyl and different-position hydroxyl groups of the swine
deoxycholic acid; after selective oxidation of the 3-position hydroxyl group, bromination,
hydrolysis, introduction of a 2-position beta-configuration hydroxyl group and
borohydride oxidation-reaction introduction of an alpha-configuration
hydrogen at the 5-position are carried out; then, methyl
ester hydrolysis, iodination and
decarboxylation are carried out to introduce
iodine at the 17-position;
hydrolysis and bromination are carried out on the
iodine to introduce
bromine at the 17-position; then,
halogen-
lithium exchange reaction, lithiation reaction and
elimination of a
tertiary alcohol are carried out to introduce a
side chain at the 17-position; finally, the protective groups are removed, and the hydroxyl groups at different positions are subjected to
sulfation reaction to obtain the target
natural product. Through the technical scheme, the problems that the
natural product is directly obtained from a marine
sponge, extraction and purification are difficult, the yield is low, and the natural product cannot be effectively structurally modified are solved.