Method for synthesizing vitamin k solanine

Abstract

A process for synthesizing VK2 from solanesol includes such steps as purifying solaneol, dissolving 2-methyl-1,4-naphthylquinone in methanol, adding cyclopentadiee and Lewis acid or protonic acid, reaction to obtain the compound A (1,4,4a,9a-tetrahydro-9a alpha-methyl-1 alpha, 4 alpha-methyl bridge anthraquinone), dissolving solaneol in hexane, adding PBr3, extracting in petroether to obtain solanylbromine, dissolving it in tetrahydrofuran, dripping in said compound A, adding solvanylbromine, reaction to obtain compound B, dissolving it in toluene, and reflux to obtain VK2.

Description

technical field The present invention relates to an organic synthesis method, in particular to a method for synthesizing vitamin K with solanesol 2 Methods. Background technique Vitamin K 2 It is a series of compounds, which are pale yellow solids, mainly synthesized by intestinal bacteria. There are 14 forms according to the length of the side chain of isoprene on C-3, represented by MK-n, where n refers to the isoprene on the side chain The number of diene units. The series of compounds are heat resistant, but sensitive to light and alkali. Its chemical structure is shown in the figure: Menaquinones (MK-n, vitamin K 2 ) Vitamin K 2 It has the effect of promoting bone formation and inhibiting bone resorption caused by osteoclasts. It is a unique characteristic drug, in which bone formation is promoted through vitamin K produced by bone cells 2 Rely on the γ-carboxylation of protein to achieve. Vitamin K 2 It also has the effect of promoting bloo...

AI Technical Summary

Problems solved by technology

However, the biggest defect of this method is that a considerable amount of products at the 2 and 3 positions are simultaneously substituted during the first alkylation process, which reduces the yield and increases the difficulty of separation and purification.