61497-71-0

Upstream product

• 584-08-7 potassium carbonate 
• 100-44-7 benzyl chloride 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 59434-20-7 1,3,5-tri-O-benzylphloroglucinol 
• 64-19-7 acetic acid 
• 2999-40-8 1,3,5-triacetoxybenzene 
• 96-63-9 trifluoroacetic anhydride 
• 108-73-6 3,5-dihydroxyphenol 
• 100-39-0 benzyl bromide 

Downstream Products

• 18065-05-9 1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone 

Relevant academic research and scientific papers

Non-carbon glucoside dihydrochalcone and preparation method thereof

The invention provides a non-carbon glucoside dihydrochalcone. The non-carbon glucoside dihydrochalcone is characterized by being a compound with a formula I or an acceptable salt formed by the compound with the formula I and an inorganic acid or organic

Synthetic method for isorhamnetin

A provided synthetic method for isorhamnetin comprises the following steps: step 1, protecting 2,4,6-trihydroxyacetophenon with benzyl, so as to synthesize 2,4,6-tribenzyloxyacetophenone; step 2, performing addition reaction on 2,4,6-tribenzyloxyacetophenone and vanillin and then removing the protection group, so as to obtain 3'-methoxy-4',5,7-trihydroxychalcone; step 3, performing catalytic hydrogenation to remove a protection group; and step 4, employing an oxidation agent potassium peroxymonosulfate aqueous solution to perform oxidation cyclization reaction on 3'-methoxy-4',5,7-trihydroxychalcone. Isorhamnetin is synthesized by employing the above four steps, technology operation is simple, production cost is low, and the obtained product is high in purity and easy for industrialized production.

Total Synthesis of (±)-Isoperbergins and Correction of the Chemical Structure of Perbergin

On the basis of its reported chemical structure, perbergin, a Rhodococcus fascians virulence quencher from the bark of Dalbergia pervillei, and its isomer were synthesized in nine steps with a 13.5% yield. However, the NMR spectra of the synthetic product

Synthesis and antiproliferative activity of benzofuran-based analogs of cercosporamide against non-small cell lung cancer cell lines

A novel series of 3-methyl-1-benzofuran derivatives were synthesized and screened in vitro for their antiproliferative activity against two human NSCLC cell lines (NSCLC-N6 mutant p53 and A549 wild type p53). Most promising compounds presented a structural analogy with the west part of cercosporamide, a natural product of biological interest. In particular, compounds 10, 12 and 31 showed cytotoxic activities at micromolar concentrations (IC50 50 values (25-40 μM).

Concise total syntheses of aspalathin and nothofagin

Chemical Fig. Reprentation Syntheses of the C-glycosyl flavone natural products aspalathin and nothofagin have been accomplished in eight steps from tribenzyl glucal, tribenzylphloroglucinol, and either 4-(benzyloxy) phenylacetylene or 3,4-bis(benzyloxy)phenylacetylene. The key step of the syntheses involves a highly stereoselective Lewis acid promoted coupling of 1,2-di-o-acyl-3,4,6-tribenzylglucose with tribenzylphloroglucinol, which gives rise to the corresponding β-C-aryl glycoside in 30-65% yields.

C-Glucosylflavonoid biosynthesis from 2-hydroxynaringenin by Desmodium uncinatum (Jacq.) (Fabaceae)

[2′,3′,5′,6′-2H4]-2-Hydroxynaringenin is synthesised and incubated with commercially available UDP-glucose and the crude protein extract from Desmoduim uncinatum leaves. The organic extract produces isotopically labelled [2′,3′,5′,6′-2H4]-vitexin and [2′,3′,5′,6′-2H4]-isovitexin. Repeating the experiment with denatured protein or replacing the 2-hydroxynaringenin with [2′,3′,5′,6′-2H4]-apigenin or [2′,3′,5′,6′-2H4]-naringenin results in no observable incorporation. 2-Hydroxynaringenin is therefore the substrate for C-glucosylflavonoid biosynthesis in D. uncinatum.

PREPARATION OF (+)-CATECHIN, (-)-EPICATECHIN, (-)-CATECHIN, (+)-EPICATECHIN, AND THEIR 5,7,3',4'-TETRA-O-BENZYL ANALOGUES

Processes for preparing racemic mixtures of 5,7,3',4'-tetra-O-benzyl-(±)-catechin and (±)-epicatechin involves (i) condensing 2-hydroxy-4,6-bis(benzyloxy)-acetophenone and 3,4-bis(benzyloxy)benzaldehyde, cyclizing the resulting compound, oxidizing the resulting compound; (ii) dihydroxylating (E)-3-(3',4'-bis(benzyloxy)phenyl)prop-2-ene-1 -ol and reducing the 1 ,2-diol; or (iii) coupling 3,5-bis(benzyloxy)phenol with (￡)-3,5-bis(benzyloxy)-2-(3',4'-bis(benzyloxy)phenyl)allyl)phenol and cyclizing the resulting chalcone. A process for preparing the benzylated epimers of catechin and epicatechin involves seven steps. 3,4-Bis(benzyloxy)benzaldehyde is coupled with 2-hydroxy-4,6-benzyloxy-acetophenone to form a chalcone. The chalcone is selectively reduced to an alkene. The phenolic group of the alkene is protected. The protected alkene is asymetrically dihydroxylated. The resulting compound is deprotected, cyclized, and finally hydrolyzed. Epimers resulting from these processes are chemically resolved or separated by chiral high pressure liquid chromatography. Also disclosed is a method for preparing enantiomerically pure 5,7,3',4'-tetra-O-benzyl-(+)-catechin from a racemic mixture using dibenzoyl-L-tartaric acid monomethyl ester. Further, disclosed is an improved process for preparing dibenzoyl-L-tartaric acid monomethyl ester.

Sulfoalkylated flavanone sweeteners

Flavanones represented by the formula STR1 wherein R is a lower alkyl of from one to three carbon atoms inclusive, n is an integer of from one to three inclusive and M is hydrogen or a physiologically acceptable metal cation, are disclosed. These materials are themselves useful as dietetic sweeteners as well as being direct intermediates for the preparation of useful dihydrochalcone sweeteners.