A kind of preparation method of anticancer drug lanosterol derivative

Abstract

The invention belongs to the technical field of medicine synthesis, and relates to a preparation method of a novel anticancer medicine lanosterol derivative. In this method, lanosterol is used as the starting material and protected by tert-butyldimethylsilyl (TBS) to generate intermediate LD-a, and intermediate LD-a undergoes Sharpless asymmetric dihydroxylation under the action of osmium tetroxide (OsO4) The reaction generates the diol compound LD-b, and the LD-b compound undergoes Swern oxidation under triethylamine basic conditions to generate the α-hydroxy ketone compound LD-c, and the acylation reaction between LD-c and acetic anhydride gives the intermediate LD ‑d, LD‑b were deprotected by TBS to obtain the intermediate LD‑e, and finally epoxidized to obtain the target lanosterol derivative LD. The reaction conditions of each step of the invention are relatively mild, the synthesis steps are short, the use of highly toxic or expensive reagents is avoided, and the obtained product has high purity, which can be used in industrial production.

Description

Technical field [0001] The present invention belongs to the sect of drug synthesis, and involves a synthesis method of novel lanosterol derivatives that can be used to treat cancer. [0002] technical background [0003] Studies have found that lambolains are likely to prevent proteins that cause cataract from condense imagination. Experiments were treated with wool, rabbit, and human eye crystals. It is found that the degree of turbidity of the lens and the volume of cataract are reduced, and the symptoms are reduced, and the vision becomes clearer. Intraplenaryl ingredients have proven to be an effective treatment of cataract. This research result brings the gospel for cataract patients that cannot take surgery. Wool uterols can be prepared from chain-shaped squalene, and a large amount of woolen is extracted from a non-saponifferent from lamb. Due to the special bone structure of the four-ring triterpenoids, it is often used in the research and development of drugs. [0004] Ou...

AI Technical Summary

Problems solved by technology

[0007] This method also uses lanosterol as a raw material to obtain LD through upprotection, dihydroxylation, oxidation, epoxidation, acylation, and deprotection. However, the reaction time of this system is long, the yield is not high, and the amount of synthesis is small. And the repeated use of heavy metal catalysts is not conducive to industrial production and meets the requirements of clinical medicine

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