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Tris(cas 77-86-1)-hydroxymethylaminomethane hydrochloride as raw material

Synthesis of 4-hydroxymethyl-2 (5H) -furanone: Tris(cas 77-86-1)-hydroxymethylaminomethane hydrochloride as raw material, protected by dihydroxy, oxidized to ketone, and then with ethyl acetate-based triphenylphosphine Ye Lide reaction, deprotection into a ring to get the target product. (Z) -5-bromomethylidene-2 (5-furanone): The brominated decarboxylation reaction was carried out using the new bio-bromine produced by the reaction of sodium periodate with lithium bromide, and the reaction conditions were optimized. The minimum inhibitory concentration (MIC) of the obtained compounds against Pseudomonas aeruginosa (PA) was determined by constant MHB double dilution method. The compounds were quantitatively determined by crystal violet staining. The inhibition of the formation of biofilm.

In this paper, the new synthetic route of natural compound 4-hydroxymethyl-2 (5H) -furanone was studied and completed, with a total yield of 23%. And to give a new structure of 2- (2,2-dimethyl-1,3-dioxetane-5-yl) ethyl acetate, which has not been reported in the literature. The synthesis route of another natural compound (Z) -5-bromomethylidene-2 ??(5H) -furanone was improved with a total yield of 13.4%. The structures of the compounds and intermediates were confirmed by 1HNMR, 13C NMR and MS. The results of the activity test showed that the above natural furanones could inhibit the formation of the biofilm of Pseudomonas aeruginosa to a certain extent. Among them, a leaf of hydrochloric acid showed a good biofilm scavenging ability at the concentration of 1 / 2MIC, and did not inhibit the growth of bacteria, and the scavenging rate reached 58%. A new synthetic route of 4-hydroxymethyl-2 (5H) -furanone was completed and the synthesis route of (Z) -5-bromomethylidene-2 (5H) -furanone was improved. The natural furanone compounds tested had a certain inhibitory effect on the biofilm formation ability of pseudomonas aeruginosa.

 

 

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