7706-90-3

Upstream product

• 42528-99-4 2,4’-diacetoxyacetophenone 
• 105-36-2 ethyl bromoacetate 
• 71597-85-8 (p-hydroxyphenyl)boronic acid 
• 157123-01-8 trifluoromethanesulfonic acid 5-oxo-2,5-dihydrofuran-3-yl ester 
• 329328-50-9 3-bromo-4-(4-methoxyphenyl)-2(5H)-furanone 
• 441287-32-7 3-chloro-4-(4-methoxyphenyl)-2(5H)-furanone 
• 7339-87-9 4-hydroxyphenylacetaldehyde 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 3516-65-2 4-(4-methoxyphenyl)furan-2(5H)-one 
• 71-43-2 benzene 

Downstream Products

• 3516-65-2 4-(4-methoxyphenyl)furan-2(5H)-one 
• 136762-98-6 (Z)-4-(4-hydroxyphenyl)-5-(4-methoxybenzylidene)furan-2(5H)-one 
• 1608121-21-6 (Z)-5-(4-hydroxy-3-(3-methylbut-2-en-1-yl)benzylidene)-4-(4-hydroxyphenyl)furan-2(5H)-one 
• 1608121-24-9 (Z)-5-((2,2-dimethylchroman-6-yl)methylene)-4-(4-hydroxyphenyl)furan-2(5H)-one 
• 136762-97-5 4-(4-hydroxyphenyl)-5-[(Z)-(4-hydroxyphenyl)methylidene]furan-2-one 
• 30088-79-0 4-(4-acetoxy-phenyl)-5H-furan-2-one 

Relevant academic research and scientific papers

A Rubrolide synthetic method of compound (by machine translation)

The invention discloses a Rubrolide synthetic method of compound, comprises the following steps: (1) under the action of the phosphate, substituted phenylacetaldehydes and chloroacetic acid obtained through the reaction of intermediate 1; (2) the intermediate 1 with NaBH4 Reduction reaction, reduction reaction product is then purged acid dehydration reaction to obtain the intermediate 2; (3) under the action of alkali, the intermediate 2 and substituted benzene formaldehyde reflux reaction to obtain the target product. The present invention provides synthetic method of compound Rubrolide using substituted phenylacetaldehydes, glyoxalic acid, phosphoric acid, NaBH4 And concentrated sulfuric acid as the raw materials, raw materials are cheap, easy to obtain, the synthetic method is simple, mild reaction, compared with the traditional synthetic method, not only to avoid expensive raw materials and a noble metal catalyst, greatly reduces the production cost, and also avoids the harsh reaction conditions; and the mild reaction conditions, the operation is simple, friendly to the environment, the solvent is easily recovered, is suitable for industrial production. (by machine translation)

Protecting-Group-Free Total Syntheses of Rubrolide R and S

The two marine natural products rubrolide R (1) and S (2) were synthesised in only three linear steps starting from commercially available tetronic acid without using protecting-group chemistry. Key steps in the syntheses were the Pd-catalysed Suzuki–Miya

Palladium-catalyzed hydrodehalogenation of butenolides: An efficient and sustainable access to β-arylbutenolides

Several α-unsubstituted β-arylbutenolides have been prepared in 69–92% yield by reductive dehalogenation of α-halo-β-arylbutenolides. The latter were assembled in a single-step from α,β-dihalobutenolides, which are accessible on a large-scale from biomass-derived furfural. Our dehalogenation protocol is illustrated by a new synthesis of the marine antibiotics rubrolide E and F, and 3″-bromorubrolide F.

Efficient, collective synthesis and nitric oxide inhibitory activity of rubrolides E, F, R, S and their derivatives

An efficient first synthesis of biologically significant natural butenolides, rubrolides F (1f), R (1r), S (1s) & its 7″,8″-didehydro derivative (1sa), and 3″-bromo rubrolide (1fa) along with the synthesis of rubrolide E (1e) and its di-O-methyl derivative (1ea) is accomplished in a collective fashion from commercially available and inexpensive precursors in overall yields of 14–48.5%. Key features are Wittig-Horner reaction, SeO2-induced tandem allylic hydroxylation/intramolecular cyclization and Knoevenagel condensation. Next, in their inhibitory activity towards nitric oxide (NO) production in lipopolysaccharide-induced RAW 264.7 macrophages as an indicator of anti-inflammatory activity, all compounds displayed good inhibitory activity in a concentration-dependent manner. None of the compound exhibited notable cytotoxicity at the highest concentration (10?μM) and IC50values are found in the range from 8.53 to 17.85?μM.

Synthetic method for rubrolide compounds E, F, R, S and their derivatives

Rubrolide F (compound 1f), R (compound 1r), and S (compound 1s), which are biological important natural butenolides, 7andPrime;,8andPrime;-didihydro derivatives (compound 1sa) thereof, 3andPrime; -bromorubrolide (compound 1fa), rubrolide E (compound 1e) and di-O-methyl derivatives thereof (compound 1ea) can be industrially obtained and are effectively synthesized with the overall yield of 14-48.5% from low-priced precursors. The rubrolide compounds can be synthesized through a Knoevenagel condensation reaction after a Wittig-Horner reaction and SeO_2-induced tandem allylic hydroxylation/intramolecular cyclization for preparing butenolide rings and a rubrolide cores structure.COPYRIGHT KIPO 2017

BUTENOLIDES, PROCESS FOR PREPARING THE SAME AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME

The present invention relates to: a butenolide-based compound; a stereoisomer thereof; an enantiomer thereof; an in vivo hydrolyzable precursor thereof or a pharmaceutically acceptable salt thereof; and the antibacterial activity, immune disease treatment; and prevention efficacy, the cancer prevention or treatment efficacy, and the preventive activity with respect to the fouling of a medical insertion instrument thereof.