65756-81-2

Upstream product

• 141-52-6 sodium ethanolate 
• 100-52-7 benzaldehyde 
• 123-25-1 succinic acid diethyl ester 
• 23360-64-7 diethyl (E/Z)-2-benzylidenesuccinate 
• 13389-88-3 5-oxo-2-phenyl-tetrahydro-furan-3-carboxylic acid 
• 60-29-7 diethyl ether 
• 13389-88-3 (+/-)-5-oxo-2c-phenyl-tetrahydro-furan-3r-carboxylic acid 
• 125702-14-9 (E)-3-(methoxycarbonyl)-4-phenylbut-3-enoic acid 
• 7732-18-5 water 
• 125702-11-6 (E)-benzylidenesuccinic anhydride 
• 132949-19-0 β-ethoxycarbonyl-γ-phenyl-γ-butyrolactone 
• 106-65-0 Dimethyl succinate 
• 5469-43-2 Benzylfumaric acid 
• 167490-19-9 benzylmaleic acid 

Downstream Products

• 5469-43-2 Benzylfumaric acid 
• 142210-40-0 γ-phenylitaconic anhydride 
• 36092-42-9 2-benzylsuccinic acid 
• 141-82-2 malonic acid 
• 144-62-7 oxalic acid 
• 100-52-7 benzaldehyde 
• 125702-11-6 (E)-benzylidenesuccinic anhydride 
• 3972-36-9 (2S)-benzylsuccinic acid 
• 21307-97-1 (R)-2-benzylsuccinic acid 
• 19544-43-5 3-benzyldihydrofuran-2,5-dione 
• 38418-34-7 (E)-2-benzylidene-4-methoxy-4-oxobutanoic acid 
• 1573-91-7 3-hydroxynaphthoic acid 
• 112804-14-5 2(R)-2-<(4-morpholinylcarbonyl)methyl>-3-phenylpropionic acid 
• 116129-75-0 (E)-2-<(4-morpholinylcarbonyl)methyl>-trans-cinnamic acid 

Relevant academic research and scientific papers

Intramolecular Cyclization of Vinyldiazoacetates as a Versatile Route to Substituted Pyrazoles

Vinyldiazo compounds undergo a thermal electrocyclization to form pyrazoles in yields of up to 95percent. The reactions are operationally simple, use readily available starting materials, require no intervention of a catalyst, and enable the synthesis of mono-, di- A nd tri-substituted pyrazoles. With the ability to produce highly substituted pyrazoles and the flexibility in installing various types of substituents, this method constitutes a new entry to this valuable heterocyclic scaffold and may be of interest to all branches of the chemical industry.

Modular 1,1′-Ferrocenediyl-cored P-Stereogenic Diphosphines: ′′JDayPhos′′ Series and its Use in Rhodium(I)-Catalyzed Hydrogenation

A novel ferrocene-based P-stereogenic diphospine ligand series dubbed JDayPhos was developed, which rhodium(I) complexes of some of its members exhibited excellent enantioselectivity (up to >99% ee) and high activity in asymmetric hydrogenation of β-unsubstituted or -substituted itaconates and α-methylene-γ-oxo-carboxylates. (Figure presented.).

Evaluation of a series of 2-napthamide derivatives as inhibitors of the drug efflux pump AcrB for the reversal of antimicrobial resistance

Drug efflux pumps confer multidrug resistance to dangerous pathogens which makes these pumps important drug targets. We have synthesised a novel series of compounds based on a 2-naphthamide pharmacore aimed at inhibiting the efflux pumps from Gram-negativ

Synthesis of 6-deoxymollugins and their inhibitory activities on tyrosinase

A series of 6-deoxymollugins were prepared five steps from benzaldehyde and its derivatives via phenylboronic acid-catalyzed chromenylation as a key step. Their inhibitory activities against tyrosinase from mushroom were evaluated to show that the parent,

Structural effect on the acid-catalyzed hydrolysis of methyl (E) 3-carboxy-4-aryl-3-butenoates and the isomeric hemiester (E) 3-methoxycarbonyl-4-aryl-3-butenoic acid

The acid-catalyzed hydrolysis of hemiester methyl (E) 3-carboxy-4-(1- naphthyl)-3-butenoate (1) at different pH values (1.2-5.8), temperatures (35-50 °C) in 50% (v/v) aqueous dioxane shows that, the specific rate of reaction first decreases by increasing the pH value where it reaches a minimum at pH 2.1, followed by a rapid increase up to pH 4.8 then slightly increases until pH 5.8. The enhancement of the specific rate of hydrolysis of hemiester (1) by increasing the dielectric constant (D) of the medium (30-70% v/v dioxane) indicates the high polarity and greater solvation of the transition state more than the reactants. Structural effect of hemiesters are studied by comparison between reactivity of hemiester (1) which contains 1-naphthyl moiety with hemiesters methyl (E) 3-carboxy-4- phenyl-3-butenoate (2), methyl(E) 3-carboxy-4-(2-naphthyl)-3-butenoate (3), and its isomeric hemiester (E) 3-methoxycarbonyl-4-(2-naphthyl)-3-butenoic acid (4), shows the order of reactivity as (2)> (1)> (3)> (4). The activation parameters (E #), (δH#), (δS#), (δG #), and Arrhenius frequency factor (A), supports the structural reactivity assigned.

A new efficient synthesis of GR24 and dimethyl A-ring analogues, germinating agents for seeds of the parasitic weeds Striga and Orobanche spp.

An efficient and high yielding preparation for the synthetic germination stimulant GR24 (5) and its A-ring dimethyl-substituted analogues 30-32 has been described. The first step involves a Stobbe condensation of benzaldehydes 9-11 with dimethyl succinate. Subsequent transposition of the ester and reduction of the double bond provides the building blocks 15-17 for an intramolecular Friedel-Crafts acylation. ABC-lactones 22-25 are prepared from γ-keto esters 18-21 by saponification, subsequent reduction with sodium borohydride followed by acid-catalyzed lactonization. Coupling of the lactones with the D-ring is accomplished by formylation and subsequent treatment with bromobutenolide 8 to give GR24 and its dimethyl analogues. Bioassays with Striga hermonthica seeds reveal that the dimethyl analogues are slightly less active than GR24 itself.

Catalytic asymmetric alkynylation and arylation of aldehydes by an H 8-binaphthyl-based amino alcohol ligand

A novel chiral H8-1,1'-binaphthyl-based amino alcohol ligand (1Ra,2S,3R)-2 has been synthesized and applied in the direct nucleophilic addition of organozincs (alkynylzinc and arylzinc prepared in situ) to aldehydes, yielding the corresponding optically active propargylic alcohols and diarylmethanols in high yields and good to excellent enantioselectivities. For the asymmetric arylation reaction, one catalyst (1Ra,2S,3R)-2 can afford both enantiomers of many pharmaceutically interesting diarylmethanols by a proper combination of various arylzinc reagents and aldehydes.

Preparation of (R)-(-)- and (S)-(+)-3-hydroxymethyl-1-tetralone tosylates, key intermediates in the synthesis of new CNS drugs, via resolution of precursors

The preparation of (R)-(-)- and (S)-(+)-3-hydroxymethyl-1-tetralone tosylates, key intermediates in the synthesis of new CNS drugs in the aminobutyrophenone family, has been developed via classical resolutions or lipase-catalyzed kinetic resolution of one of their precursors.

Method for preparing a substituted perhydroisoindole

PCT No. PCT/FR98/01405 Sec. 371 Date Mar. 20, 2000 Sec. 102(e) Date Mar. 20, 2000 PCT Filed Jul. 1, 1998 PCT Pub. No. WO99/01430 PCT Pub. Date Jan. 14, 1999The present invention relates to a process for the industrial synthesis of a substituted perhydroisoindole of formula (I): and of pharmaceutically acceptable salts thereof. The compound of formula (I) and its addition salts have especially valuable pharmacological properties. It is a very powerful secretor of insulin, which makes it useful in the treatment of non-insulin-dependent diabetes.

HYDROXYAZIDO DERIVATIVES AND RELATED COMPOUNDS AS RENIN INHIBITORS

Novel compounds useful as renin inhibitors are provided. The compounds are hydroxyazido derivatives having the structural formula STR1 wherein the substituents R 1 through R 7 are as defined herein. Analogs of these compounds which are ketozaido derivatives are also provided. Additionally disclosed re methods for using the novel compounds to treat hypertension, and pharmaceutical compositions containing the compounds. Of particular interest are formulations for oral administration.