15725-14-1

Upstream product

• 89-98-5 2-chloro-benzaldehyde 
• 123-54-6 acetylacetone 

Downstream Products

• 60467-17-6 4-[(2-chloro-phenyl)-methoxy-methyl]-3,5-dimethyl-isoxazole 
• 60467-19-8 4-[chloro-(2-chloro-phenyl)-methyl]-3,5-dimethyl-isoxazole 
• 60467-16-5 (2-chloro-phenyl)-(3,5-dimethyl-isoxazol-4-yl)-methanol 
• 60467-18-7 acetoxy-(2-chloro-phenyl)-(3,5-dimethyl-isoxazol-4-yl)-methane 
• 582333-64-0 (Z)-4-(2-Chloro-phenyl)-3-[1,8]naphthyridin-2-yl-but-3-en-2-one 
• 1025372-06-8 7-chloro-2,4-dimethyl-3-(2-chlorobenzylidene)-3H-1,5-benzodiazepine 
• 91393-60-1 3-(2-chlorobenzyl)pentane-2,4-dione 

Relevant academic research and scientific papers

Accelerating the optimization of enzyme-catalyzed synthesis conditionsviamachine learning and reactivity descriptors

Enzyme-catalyzed synthesis reactions are of crucial importance for a wide range of applications. An accurate and rapid selection of optimal synthesis conditions is crucial and challenging for both human knowledge and computer predictions. In this work, a

Cross-linked polystyrene-TiCl4 complex as a reusable Lewis acid catalyst for solvent-free Knoevenagel condensations of 1,3-dicarbonyl compounds with aldehydes

Cross-linked polystyrene copolymer beads with the average particle size in the range of (50–80 mesh size) were prepared by a new method, characterized and functionalized with titanium tetrachloride to afford the corresponding polystyrene?titanium tetrachloride complex in one step reaction and characterized by FT-IR, UV, TGA, DSC, XRD, SEM, BET. This polymer metal complex (PS/TiCl4) was used as a heterogeneous, recoverable, reusable Lewis acid for solvent-free Knoevenagel condensations of 1,3-diketones with aromatic aldehydes under green and mild conditions. The rate of reactions was found to decrease with an increasing percentage of crosslinking and the mesh size of the copolymer beads. This complex showed good stability and catalytic activity in the Knoevenagel reactions.

Synthesis of a series of aldol compounds by direct LDA reaction from pyruvaldehyde dimethyl acetal and 3-arylmethylidine pentane-2,4-diones by Knoevenagel reaction

A new convenient synthesis of aldol compounds starting from pyruvaldehyde dimethyl acetal has been described. This method conveniently led to the synthesis of some biologically important compounds1,2. A new synthesis of 3-arylmethylidine pentan

Synthesis and evaluation of 4-arylmethyl curcumin analgues as potent Hsp90 inhibitors

Hsp90 is a potential target for the treatment of cancer. Curcumin is a natural product used to prevent and treat cancer. 4-(4-Hydroxy-3-methoxybenzyl) curcumin (C086), a 4-arylmethyl curcumin analogue, showed lead-like properties. Western blot analyses an

Enzyme catalytic promiscuity: The papain-catalyzed Knoevenagel reaction

Papain as a sustainable and inexpensive biocatalyst was used for the first time to catalyze the Knoevenagel reactions in DMSO/water. A wide range of aromatic, hetero-aromatic and α,β-unsaturated aldehydes could react with less active methylene compounds acetylacetone and ethyl acetoacetate. The products were obtained in moderate to excellent yields with Z/E selectivities of up to 100:0. This case of biocatalytic promiscuity not only widens the application of papain to new chemical transformations, but also could be developed into a potentially valuable method for organic synthesis.

A simple method for the preparation of functionalized trisubstituted alkenes and α,β,γ,δ-unsaturated carbonyl compounds by using natural amino acid l-tryptophan

Primary natural amino acid l-tryptophan was used, for the first time, as a catalyst in Knoevenagel condensations of aliphatic, aromatic, hetero-aromatic and α,β-unsaturated aldehydes with less reactive acetylacetone and ethyl acetoacetate. The reactions were carried out at room temperature and gave good yields. It is a convenient entry for preparation of functionalized trisubstituted alkenes and α,β,γ,δ-unsaturated carbonyl compounds.

Chiral catalysts dually functionalized with amino acid and Zn2+ complex components for enantioselective direct aldol reactions inspired by natural aldolases: Design, synthesis, complexation properties, catalytic activities, and mechanistic study

Aldolases are enzymes that catalyze stereospecific aldol reactions in a reversible manner. Naturally occurring aldolases include class I aldolases, which catalyze aldol reactions via enamine intermediates, and class II aldolases, in which Zn2+ enolates of substrates react with acceptor aldehydes. In this work, Zn2+ complexes of Lprolyl-pendant[15] aneN5 (ZnL3), Lprolyl-pendant[12]aneN4 (ZnL4), and L-valyl-pendant[12]aneN4 (ZnL5) were designed and synthesized for use as chiral catalysts for enantioselective aldol reactions. The complexation constants for L3 to L5 with Zn2+ [logKs(ZnL)] were determined to be 14.1 (for ZnL3), 7.6 (for ZnL4), and 9.6 (for ZnL5), indicating that ZnL3 is more stable than ZnL4 and ZnL 5. The depro-tonation constants of Zn2+-bound water [pKa values] for ZnL3, ZnL4, and ZnL 5 were calculated to be 9.2 (for ZnL3), 8.2 (for ZnL 4), and 8.6 (for ZnL5), suggesting that the Zn 2+ ions in ZnL3 is a less acidic Lewis acid than in ZnL4 and ZnL5. These values also indicated that the amino groups on the side chains weakly coordinate to Zn2+. We carried out aldol reactions between acetone and 2-chlorobenzaldehyde and other aldehydes in the presence of catalytic amounts of the chiral Zn2+ complexes in acetone/H2O at 25 and 37°C. Whereas ZnL3 yielded the aldol product in 43% yield and 1 % ee (R), ZnL4 and ZnL5 afforded good chemical yields and high enantioselectivities of up to 89% ee (R). UV titrations of proline and ZnL4 with acetylacetone (acac) in DMSO/H2O (1:2) indicate that ZnL4 facilitates the formation of the ZnL4.(acac)- complex (Kapp = 2.1X102M-1), whereas L-proline forms a Schiff base with acac with a very small equilibrium constant. These results suggest that the amino acid components and the Zn2+ ions in ZnL4 and ZnL5 function in a cooperative manner to generate the Zn 2+-enolate of acetone, thus permitting efficient enantioselective C-C bond formation with aldehydes.

Synthesis and biological evaluation of a novel series of 1,5-benzothiazepine derivatives as potential antimicrobial agents

Two series of novel 1,5-benzothiazepine derivatives (23 compounds) were efficiently synthesized and evaluated for antibacterial and antifungal activities. The results indicated that the compounds possessed a broad spectrum of activity against the tested microorganisms and showed higher activity against fungi than bacteria. Compound 2e exhibited the greatest antimicrobial activity. Preliminary study of the structure-activity relationship revealed that substituents in phenyl rings had a great effect on the antimicrobial activity of these compounds.

Synthesis, spectral studies and antimicrobial activity of 7-chloro-2-alkyl/aryl-4-alkyl/aryl-3-arylidene-3H-1,5-benzodiazepines

Condensation of various β-diketones 2 with appropriate araldehydes 1 in the presence of piperidene has afforded 2-arylidene-1,3-diketones 3 which in turn on condensation with 4-chloro-1,2-phenylene diamine in acidic medium give a series of 7-chloro-2-alky

A Hantzsch 1,4-Dihydropyridine Synthesis Producing an Unusual By-product

The reaction of 2-acetyl-1-(2-chlorophenyl)-6-methylhept-1-en-3-one (2) with ethyl 3-aminocrotonate gave an unusual isomer of a 1,4-dihydropyridine (6), having an exocyclic double bond.The structure and sterepchemistry of 6 was established with 1H and 13C