20029-76-9

Upstream product

• 610-90-2 2,4,5-trihydroxybenzoic acid 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 4460-86-0 asaraldehyde 
• 30038-31-4 (2,4,5-trimethoxyphenyl)methanol 
• 490-64-2 asaronic acid 
• 74-88-4 methyl iodide 
• 5981-37-3 2,5-dihydroxy-4-methoxybenzoic acid 
• 42833-66-9 2,4,5-trimethoxybenzoyl chloride 
• 124-41-4 sodium methylate 
• 186581-53-3 diazomethane 
• 75-91-2 tert.-butylhydroperoxide 

Downstream Products

• 28373-21-9 2-hydroxy-4,5-dimethoxybenzoic acid methyl ester 
• 38156-66-0 2-Carbomethoxy-5-methoxy-1,4-benzoquinone 
• 198351-11-0 8-Allyl-2-(2,4,5-trimethoxy-phenyl)-chromen-4-one 
• 30038-31-4 (2,4,5-trimethoxyphenyl)methanol 
• 256408-81-8 4-hydroxy-6-(2,4,5-trimethoxy-phenyl)-pyran-2-one 
• 42833-66-9 2,4,5-trimethoxybenzoyl chloride 
• 105518-12-5 N,N-diethyl-2,4,5-trimethoxybenzamide 
• 105518-13-6 N,N-diethyl-2-formyl-3,4,6-trimethoxybenzamide 
• 105518-10-3 methyl 2-cyano-3,4,6-trimethoxybenzoate 
• 588677-34-3 C₁₀H₁₄N₂O₄ 
• 82658-23-9 Cervinomycin A₁ 
• 82658-22-8 (+/-)-Cervinomycin A₂ 
• 137789-90-3 4,5-Dimethoxy-2-(12-methoxy-9-methyl-1,4,11-trioxo-1,8,9,11-tetrahydro-4H-10-oxa-benzo[a]anthracen-3-yloxy)-benzoic acid methyl ester 
• 478165-17-2 (4-methoxy-3,6-dioxo-cyclohexa-1,4-dienyl)-acetic acid methyl ester 

Relevant academic research and scientific papers

Cytotoxic calanquinone A from Calanthe arisanensis and its first total synthesis

Calanquinone A (1) was isolated from an EtOAc-soluble extract of Calanthe arisanensis through bioassay-guided fractionation. Its structure was identified by spectroscopic methods. Compound 1 showed potent cytotoxicity (EC50 0.5 μg/mL) against

Improved synthesis method for hydrochloric acid acotiamide

The invention relates to an improved synthesis method for hydrochloric acid acotiamide, and belongs to the field of pharmaceutical chemistry. A cheap compound 1 of 2,4,5-trimethoxybenzoic acid servesas a raw material and is esterfied to obtain an intermediate 2, the intermediate 2 reacts with hydrazine hydrate to generate an intermediate 3, under the acid catalysis, the intermediate 3 reacts withammonium thiocyanate to prepare an intermediate 4, the intermediate 4 reacts with 3-bromine-2-oxopropanoate or 2-chlorine-3-oxopropanoate to generate an intermediate 5 through cyclization, the intermediate 5 and N,N-diisopropyl ethylenediamine are subjected to one-pot ester ammonolysis and demethylation reactions to generate acotiamide, and hydrochloric acid acotiamide 6 is prepared through acidification of concentrated hydrocoloric acid. The adopted raw material is cheap and easy to get, a reaction solvent can be recycled, aftertreatment operation is convenient, the yield and purity are high, particularly, hypertoxic chloride agents and expensive condensing agents are omitted, the ester ammonolysis and demethylation relations are further carried out in one step, the synthesis path is simplified, the cost is reduced, and large-scale industrial production is facilitated. The structure of hydrochloric acid acotiamide is shown in the description.

Chemoselective dehydrogenative esterification of aldehydes and alcohols with a dimeric rhodium(II) catalyst

Dehydrogenative cross-coupling of aldehydes with alcohols as well as dehydrogentive cross-coupling of primary alcohols to produce esters have been developed using a Rh-terpyridine catalyst. The catalyst demonstrates broad substrate scope and good functional group tolerance, affording esters highly selectively. The high chemoselectivity of the catalyst stems from its preference for dehydrogenation of benzylic alcohols over aliphatic ones. Preliminary mechanistic studies suggest that the active catalyst is a dimeric Rh(ii) species, operating via a mechanism involving metal-base-metal cooperativity.

Copper-catalyzed methyl esterification reactions via C-C bond cleavage

The highly effective synthesis of methyl esters from benzylic alcohols, aldehydes, or acids via copper-catalyzed C-C cleavage from tert-butyl hydroperoxide is reported in this paper for the first time. Our protocol is easily accessible and practical, making it a possible supplement for the traditional way.

Diels-Alder adducts from flavonoid

A quinoflavonoid was synthesized from commercially available products over three steps. The quinoflavonoid turned out to be an excellent dienophile in Diels-Alder reaction. Reactions were easily performed in dichloromethane, and after evaporation of the s

Design, synthesis, and evaluation of postulated transient intermediate and substrate analogues as inhibitors of 4-hydroxyphenylpyruvate dioxygenase

An epoxybenzoquinone, 4-hydroxyphenoxypropionic acid, and 2-hydroxy-3-phenyl-3-butenoic acid derivatives have been designed, synthesized, and evaluated for in vitro inhibition activity against 4-hydroxyphenylpyruvate dioxygenase (4-HPPD) from pig liver by the spectrophotometric enol-borate method. The biological data demonstrated that neither epoxybenzoquinone ester nor 2-hydroxy-3-phenyl-3-butenoic acid is an inhibitor of 4-HPPD. The most potent 4-HPPD inhibitor tested was 3-hydroxy-4-phenyl-2(5H)-furanone with an IC50 value of 0.5 μM, which may serve as a lead compound for further design of more potent 4-HPPD inhibitors.

4,6-diarylpyrimidine derivatives and salts thereof

Described are a 4,6-diarylpyrimidine derivative represented by the following formula (1): STR1 wherein R represents a heterocyclic ring which may be substituted by one to four lower alkyl groups or an amino group and Ar represents a phenyl, naphthyl or ar

Total syntheses of (±) cervinomycins A1 and A2

Regiocontrolled total syntheses of cervinomycins A1 (1) and A2 (2_have been achieved from easily accessible 6-acetyl-2-bromo-1,4,-dimethoxynaphthalene (4).

Diels-Alder Approaches to Model Compounds Related to Fredericamycin A

A series of model compounds related to the antitumor and antibiotic compound fredericamycin A has been prepared.Spiro-2,5-dione (2) has been prepared and established as a novel spiro dienophile in the Diels-Alder reaction with 1,3-butadiene, Danishefsky's diene, a triacetoxy-substituted o-quinodimethane, and two isobenzofuran intermediates.Thus, the cycloaddition of 3-cyano-4,5,7-trimethoxy-1(3H)-isobenzofuranone (35) and 2 afforded 4,9-dihydroxy-5,6,8-trimethoxyspiroindene-2,1'-indan>-1,3-dione (38) in 62percent yield.This methodology provides a viable synthetic route to the quinone portion of fredericamycin A that contains the seven requisite oxygens.

Evaluation of some preparations of trialkoxyphthalic acid derivatives

Several approaches to trialkoxyphthalic acid derivatives, potential intermediates in a fredericamycin synthesis, were tested. Sequences based on a Diels-Alder/retro Diels-Alder reaction, a cyanide addition to a quinone, an Elbe oxidation, and an amide-directed ortho-lithiation are discussed in terms of length, yields, convenience, and the versatility of the product of each.