24405-35-4

Upstream product

• 141-97-9 ethyl acetoacetate 
• 89-98-5 2-chloro-benzaldehyde 

Downstream Products

• 98050-76-1 4-(2-chlorophenyl)-5-ethoxycarbonyl-2,6-dimethyldihydropyrimidine 
• 52508-55-1 2-pyrrolidino-6-methyl-4-(2-chlorophenyl)-4,5-dihydropyridine-3,5-dicarboxylic acid diethyl ester 
• 50620-70-7 7-(2-chloro-phenyl)-5-methyl-1,2,3,7-tetrahydro-imidazo[1,2-a]pyridine-6,8-dicarboxylic acid diethyl ester 

Relevant academic research and scientific papers

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.