51116-92-8

Upstream product

• 186581-53-3 diazomethane 
• 19722-76-0 methyl-2,6-dihydroxy-4-methoxybenzoate 
• 83-30-7 acide 2,4,6-trihydroxybenzoique 
• 77-78-1 dimethyl sulfate 
• 136213-37-1 (1R^*,5R^*,6R^*)-6-carbomethoxy-4,6-dimethoxybicyclo<3.1.0>hex-3-en-2-one 
• 3147-39-5 methyl 2,4,6-trihydroxybenzoate 
• 74-88-4 methyl iodide 
• 4419-11-8 2,2'-azobis-(2,4-dimethylvaleronitrile) 
• 1244-78-6 2-(3,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-4H-4-chromenone 
• 7446-70-0 aluminium trichloride 
• 621-23-8 1,2,3-trimethoxybenzene 
• 79-22-1 methyl chloroformate 
• 29723-28-2 methyl 2,4,6-trimethoxybenzoate 
• 320603-23-4 methyl 5-(4-nitrophenoxy)tetrazole-2-carboxylate 

Downstream Products

• 3187-19-7 2,4-dimethoxysalicylic acid 
• 100258-04-6 2-ethoxy-4,6-dimethoxy-benzoic acid methyl ester 
• 570-02-5 2,4,6-trimethoxybenzoic acid 
• 29723-28-2 methyl 2,4,6-trimethoxybenzoate 
• 94033-99-5 2,3-dimethoxy-5-(3,5-dimethoxy-2-methoxycarbonylphenoxy)benzoquinone 
• 51116-93-9 3-Formyl-2-hydroxy-4,6-dimethoxy-benzoesaeuremethylester 
• 76631-04-4 1-(2,4-dimethoxy-6-hydroxyphenyl)-1,3,5,7-octanetetraone 
• 76631-00-0 1-(2,4-dimethoxy-6-hydroxyphenyl)-1,3,5-hexanetrione 
• 51116-94-0 C₂₁H₂₄O₁₀ 
• 550365-26-9 methyl 4,6-dimethoxy-2-(perfluoro-1-butanesulfonyloxy)benzoate 
• 21392-57-4 Dimethyl-chrysin 
• 90794-41-5 4,6-Dimethoxy-3-iod-salicylsaeuremethylester 

Relevant academic research and scientific papers

Enantioselective Total Synthesis of Berkeleyone A and Preaustinoids

Herein we report the first enantioselective total synthesis of 3,5-dimethylorsellinic acid-derived meroterpenoids (?)-berkeleyone A and its five congeners ((?)-preaustinoids A, A1, B, B1, and B2) in 12–15 steps, starting from commercially available 2,4,6-trihydroxybenzoic acid hydrate. Based upon the recognition of latent symmetry within D-ring, our convergent synthesis features two critical reactions: 1) a symmetry-breaking, diastereoselective dearomative alkylation to assemble the entire carbon core, and 2) a Sc(OTf)3-mediated sequential Krapcho dealkoxycarbonylation/carbonyl α-tert-alkylation to forge the intricate bicyclo[3.3.1]nonane framework. We also conducted our preliminary biomimetic investigations and uncovered a series of rearrangements (α-ketol, α-hydroxyl-β-diketone, etc.) responsible for the biomimetic diversification of (?)-berkeleyone A into its five preaustinoid congeners.

COMBINATION TREATMENT OF BACTERIAL INFECTION

The present invention resides in the discovery that combined use of kuraridin (or any one of its analogs) and epicatechin gallate (ECG) can provide heightened level of antimicrobial activity, especially for the suppression of bacteria of the Staphylococcus aureus and Staphylococcal species. Compositions, kits, and methods for the combination use are disclosed.

Biomimetic Synthesis of Complex Flavonoids Isolated from Daemonorops “Dragon's Blood”

The dragonbloodins are a pair of complex flavonoid trimers that have been isolated from the palm tree Daemonorops draco, one of the sources of the ancient resin known as “dragon's blood”. We present a short synthesis that clarifies their relative configur

A Strategy toward the Biomimetic Synthesis of (±)-Morusalbanol A Pentamethyl Ether

A strategy toward the biomimetic synthesis of morusalbanol A pentamethyl ether is described. The synthesis is based on a hydrogen-bond-assisted Diels-Alder cycloaddition between a dehydroprenyl diene and a chalcone dienophile. Selective cleavage of the ortho-methyl ether of the resulting cycloadduct allows rotation of the C3-C21 bond and subsequent intramolecular cyclization affords the pentamethyl ether of (±)-morusalbanol A. As with the natural product, morusalbanol A, a number of key proton and carbon signals are absent in the NMR spectra of the title product.

Total Synthesis and Biological Evaluation of Irciniastatin A (a.k.a. Psymberin) and Irciniastatin B

Irciniastatin A (a.k.a. psymberin) and irciniastatin B are members of the pederin natural product family, which have potent antitumor activity and structural complexity. Herein, we describe a full account of our total synthesis of (+)-irciniastatin A and (-)-irciniastatin B. Our synthesis features the highly regioselective Eu(OTf)3-catalyzed, DTBMP-assisted epoxide ring opening reaction with MeOH, which enabled a concise synthesis of the C1-C6 fragment, extensive use of AZADO (2-azaadamantane N-oxyl) and its related nitroxyl radical/oxoammonium salt-catalyzed alcohol oxidation throughout the synthesis, and a late-stage assembly of C1-C6, C8-C16, and C17-C25 fragments. In addition, for the synthesis of (-)-irciniastatin B, we achieved the C11-selective control of the oxidation stage via regioselective deprotection and AZADO-catalyzed alcohol oxidation. The synthetic irciniastatins showed high levels of cytotoxic activity against mammalian cells. Furthermore, chemical footprinting experiments using synthetic compounds revealed that the binding site of irciniastatins is the E-site of the ribosome.

Synthesis of 8-desmethoxy psymberin: A putative biosynthetic intermediate towards the marine polyketide psymberin

The synthesis of a putative biosynthetic precursor of psymberin including a formal synthesis of the natural product is described. The key step towards the densely functionalized tetrahydropyran core was an enantioselective catalytic Mukaiyama aldol reacti

Access to resorcylic acid lactones via phosphonate based intramolecular olefination

An approach to resorcylic acid lactones is described, exploiting an intramolecular olefination reaction for the generation of the 14-membered macrolactone. The synthetic route gave zearalenone precursors, and the preparations of other RAL analogues, trans

Studies on the total synthesis of lactonamycin: Synthesis of the CDEF ring system

A concise and efficient synthesis of the tetracyclic CDEF ring system of lactonamycin (1) is described. The key step involved the Lewis acid mediated, intramolecular Friedel-Crafts acylation of carboxylic acid 6 to produce the tetracyclic CDEF core struct

A one-pot synthesis and X-ray crystallographic and computational analyses of methyl-2,4-dimethoxysalicylate - A anti-tumour agent

The thermal decarboxylation of 2-methoxycarbonyl-5-(4′-nitrophen-oxy) tetrazole (1a) with the electron-rich, aromatic compounds (anisole, N,N-dimethylaniline, 1,4-dimethoxybenzene, and 1,3,5-trimethoxybenzene), neat or in polar solvents (DMSO, DMF, and CH3CN), is investigated. The solid phase thermal decomposition of a mixture of 1a, 1,3,5-trimethoxybenzene, and a Lewis acid (AlCl3) produces methyl-2,4-dimethoxysalicylate (8) in good yield, instead of the expected 2,4,6-trimethoxybenzoic acid. The X-ray structure of 8 shows intramolecular hydrogen bonds between the carbonyl oxygen and hydrogens of Me and OH groups. A measured pKa value of 6.8 compares well with a value of 6.4 estimated using the [C=O...H...O] hydrogen bond distances.

Synthesis of 3-arylisocoumarins, including thunberginols A and B, unsymmetrical 3,4-disubstituted isocoumarins, and 3-ylidenephthalides via iodolactonization of methyl 2-ynylbenzoates or the corresponding carboxylic acids

3-Aryl-4-iodoisocoumarins, which were readily and efficiently prepared by regioselective iodolactonization of methyl 2-ynylbenzoates or the corresponding carboxylic acids, were used as precursors either to 3-arylisocoumarins, including naturally-occurring