108462-53-9

Upstream product

• 100-44-7 benzyl chloride 
• 4596-88-7 2,4-dibenzylbenzene-1,3-diol 
• 141-97-9 ethyl acetoacetate 
• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 100-51-6 benzyl alcohol 

Relevant academic research and scientific papers

New convenient approach for the synthesis of benzyl 2H-chromenones and their α-amylase inhibitory, ABTS+ scavenging activities

Series of new benzyl 2H-chromenones 6a-n was synthesized by Pechmann condensation of substituted benzyl resorcinols 2a-c and 3a with various β-ketoesters such as ethyl 3-oxobutanoate, ethyl 3-oxo-3-phenylpropanoate, ethyl 4-chloro-3-oxobutanoate, ethyl 4,4,4-trifluoro-3-oxobutanoate and ethyl 2-chloro-3-oxobutanoate 5a-e in very good yields. Synthesized compounds 6a-n were screened for their α-amylase inhibitory, and ABTS+ scavenging activities. In the present series of compounds, compound 8-benzyl-7-hydroxy-4-phenyl-2H-chromen-2-one 6c and 8-benzyl-7-hydroxy-4-methyl- 2H-chromen-2-one 6a were most potent ABTS+ radical scavenging and α-amylase inhibitor. Although compound 6,8-dibenzyl-7-hydroxy-4- (trifluoromethyl)-2H-chromen-2-one 6h displayed potent ABTS+ free radical scavenging potential, it was found poor in inhibiting pancreatic α-amylase.

Aromatic Benzylation: Part VII - Synthesis of Nuclear Benzylated 2,3-Dimethylchromones and 4-Methylcoumarins

Reaction of 5,7-dihydroxy-2,3-dimethylchromone (1) with benzyl alcohol in the presence of BF3-Et2O and dioxan gives a mixture of 6-C-benzyl-(4a; ca. 32 percent yield), 8-C-benzyl-(3a; ca. 20 percent) and 6,8-di-C-benzyl-(2a; ca.9 percent) derivatives.A similar reaction of 7-hydroxy-4-methylcoumarin gives a mixture of 6-C-benzyl-(9a; ca. 26.4percent), 7-O-benzyl-(6; ca. 17.6percent), 6,8-di-C-benzyl-(7a; ca. 6.5percent) and 3,8-di-C-benzyl-(8a; ca. 2.4percent) derivatives.