33868-91-6

Upstream product

• 14143-50-1 2-(4-methoxy-phenyl)-propane-1,1,3-tricarboxylic acid triethyl ester 
• 141-97-9 ethyl acetoacetate 
• 123-11-5 4-methoxy-benzaldehyde 
• 1123-49-5 3,5-dimethyl-4-nitroisoxazole 
• 857793-72-7 2-bromo-3-(4-hydroxy-phenyl)-glutaric acid diethyl ester 
• 857793-99-8 2-bromo-3-(4-methoxy-phenyl)-glutaric acid diethyl ester 
• 100-66-3 methoxybenzene 
• 110-89-4 piperidine 
• 6630-90-6 ethyl 2,2'-(4-methoxybenzal)bis-acetoacetate 
• 105-45-3 acetoacetic acid methyl ester 
• 24405-45-6 ethyl 2-(4-methoxybenzylidene)-3-oxobutanoate 
• 24393-56-4 ethyl p-methoxycinnamate 
• 108-95-2 phenol 
• 50670-02-5 cis-sphagnum acid 

Downstream Products

• 33868-73-4 diethyl 3-(4-methoxyphenyl)pentanedioate 
• 57171-24-1 3-(4-methoxyphenyl)glutaric anhydride 
• 4132-48-3 1-methoxy-4-(1-methylethyl)benzene 
• 860012-00-6 3-(4-methoxyphenyl)-glutaric acid monoethyl ester 
• 105475-84-1 3-(3-chloro-4-methoxy-phenyl)-glutaric acid 
• 857793-75-0 3-(3-bromo-4-methoxy-phenyl)-glutaric acid 
• 857793-18-1 3-(3-iodo-4-methoxy-phenyl)-glutaric acid 
• 857792-91-7 3-(3,5-dichloro-4-methoxy-phenyl)-glutaric acid 
• 857819-23-9 3-(3,5-dibromo-4-methoxy-phenyl)-glutaric acid 
• 865367-05-1 (S)-3-(4-methoxyphenyl)-glutaric acid monobenzyl ester 
• 107985-97-7 (4R)-(-)-4-(4-methoxyphenyl)tetrahydro-2H-pyran-2-one 
• 57100-28-4 trans-sphagnum acid 
• 70410-34-3 3-(4-hydroxyphenyl)pentanedioic acid 
• 28252-86-0 3-(4-methoxyphenyl)pentane-1,5-diol 

Relevant academic research and scientific papers

Synthesis, thermal, rheological characteristics, and enzymatic degradation of aliphatic polyesters with lignin-based aromatic pendant groups

This research aims to produce lignin-based biodegradable polyesters with improved thermal quality. A series of aliphatic polyesters with lignin-based aromatic side groups were synthesized by conventional melt-polycondensation. Decent molecular weight (21–

A phosphine-free iron complex-catalyzed synthesis of cycloalkanes: Via the borrowing hydrogen strategy

Herein we report a diaminocyclopentadienone iron tricarbonyl complex catalyzed synthesis of substituted cyclopentane, cyclohexane and cycloheptane compounds using the borrowing hydrogen strategy in the presence of various substituted primary and secondary 1,n diols as alkylating reagents. Deuterium labeling experiments confirm that the diols were the hydride source in this cascade process. This journal is

Stereoselective synthesis of alicyclic ketones: A hydrogen borrowing approach

A highly diastereoselective annulation strategy for the synthesis of alicyclic ketones from diols and pentamethylacetophenone is described. This process is mediated by a commercially available iridium(III) catalyst, and provides efficient access to a wide range of cyclopentane and cyclohexane products with high levels of stereoselectivity. The origins of diastereoselectivity in the annulation reaction have been explored by a series of control experiments, which provides an explanation for how each stereocentre around the newly forged ring is controlled.

Stereoselective Synthesis of Cyclohexanes via an Iridium Catalyzed (5 + 1) Annulation Strategy

An iridium catalyzed method for the synthesis of functionalized cyclohexanes from methyl ketones and 1,5-diols is described. This process operates by two sequential hydrogen borrowing reactions, providing direct access to multisubstituted cyclic products with high levels of stereocontrol. This methodology represents a novel (5 + 1) strategy for the stereoselective construction of the cyclohexane core.

Discovery of phenylsulfonyl acetic acid derivatives with improved efficacy and safety as potent free fatty acid receptor 1 agonists for the treatment of type 2 diabetes

The free fatty acid receptor 1 (FFA1) has emerged as an attractive anti-diabetic target that mediates glucose-stimulated insulin secretion. Several FFA1 agonists have been reported, but many of them possessed somewhat high lipophilicity and/or molecular weight. Herein, we describe the identification of sulfone-carboxylic acid moiety with the multiple advantages of reducing lipophilicity, cytotoxicity and β-oxidation associated with compound 2. Further structure-activity relationship study based on the previleged scaffolds led to the discovery of 2-{(4-[(2’-chloro-[1,1’-biphenyl]-3-yl)methoxy]phenyl)sulfonyl}acetic acid (compound 20), which showed a better balance than compound 2 in terms of physicochemical properties, cytotoxicity profiles and pharmacokinetic properties. Subsequent in vivo studies demonstrated that compound 20 robustly improves the glucose tolerance both in normal and type 2 diabetic models without the risk of hypoglycemia. Compared to the high risk of TAK-875 induced liver toxicity, there was no significant adverse effects such as hepatic and renal toxicity were observed in the chronic toxicity studies of compound 20 even at the higher dose.

Synthesis and biological evaluation of pentanedioic acid derivatives as farnesyltransferase inhibitors

Structure-based virtual screening of a commercial library identified pentanedioic acid derivatives (6 and 13b) as a kind of novel scaffold farnesyltransferase inhibitors (FTIs). Chemical modifications of the lead compounds, biological assays and analysis of the structure-activity relationships (SAR) were conducted to discover more potent FTIs. Some of them displayed excellent inhibition against FTase, and among them, the most active compound 13n with an IC50 value of 0.0029 μM and SAR analysis might be helpful to the discovery of more potent FTIs. This journal is

Complementary lipase-mediated desymmetrization processes of 3-Aryl-1,5-disubstituted fragments. enantiopure synthetic valuable carboxylic acid derivatives

Desymmetrizaton enzymatic processes have been extensively studied searching for optimal methods of producing enantioenriched monoacetates from prochiral diols and diesters. AK lipase has been found as an excellent biocatalyst for the desymmetriaztion of a series of previously synthesized 3-arylpentane-1,5-diols derivatives. The access to (S)- or (R)-monoacetates in high optical purity (86-99% ee) has been possible by using acetylation or hydrolysis reactions, respectively, where the reaction parameters have been optimized in terms of source and amount of biocatalyst, temperature, solvent, and reaction time. The synthetic potential of enantiopure monoesters has been demonstrated by using these interesting chiral building blocks for the preparation of novel enantiopure carboxylic acid derivatives.

Three multicomponent reactions of 3,5-dimethyl-4-nitroisoxazole

The title compound is used to prepare 3-arylglutaric acids, bis-isoxazoles and bis-pyrazoles from commercially available materials. The methodologies described have afforded important synthetic intermediates in high yields and without the use of chromatography.

Enzymatic desymmetrization of 3-arylglutaric acid anhydrides

Optically active (R)- and (S)-3-arylglutaric acid monoesters 3 were synthesized in quantitative yields and good stereoselectivities by lipase-catalyzed desymmetrization of the corresponding 3-arylglutaric anhydrides 2 with alcohols. It was observed that the stereochemical outcome of the reaction was influenced by the substituents present on the aromatic ring. The influence of the enzyme, alcohol, and solvent was systematically examined. Absolute configurations of the monoesters 3 were assigned by chemical correlation to corresponding lactones 4.