96864-17-4

Upstream product

• 37172-97-7 2,4-bis-benzyloxy-6-methoxycarbonylmethylbenzoic acid methyl ester 
• 96864-14-1 2-hydroxy-4-benzyloxy-6-heptylacetophenone 
• 96864-18-5 methyl 2-carboxy-3,5-dibenzyloxyhomophthalate 
• 100-39-0 benzyl bromide 
• 6110-30-1 methyl <3,5-dihydroxy-2-(methoxycarbonyl)phenyl>acetate 

Downstream Products

• 790699-37-5 6,8-bis-benzyloxy-isochroman-1,3-dione 
• 426828-26-4 2-(1-acetyl-2-(dimethylamino)vinyl)-4,6-bis-benzyloxybenzoic acid methyl ester 
• 849692-99-5 6,8-bis-benzyloxy-9-hydroxy-2-(1-hydroxy-hexyl)-3-methyl-3,4-dihydro-2H-anthracen-1-one 
• 790699-58-0 (3R)-6,8-dibenzyloxy-9-hydroxy-3-methyl-3,4-dihydro-2H-anthracen-1-one 
• 426828-24-2 2,4-bis-benzyloxy-6-(2-oxopropyl)benzoic acid 
• 96864-18-5 methyl 2-carboxy-3,5-dibenzyloxyhomophthalate 

Relevant academic research and scientific papers

New DNA binding ligands as a model of chromomycin A3

Small molecules with DNA-binding affinity within the minor groove have become of great interest. In this study, new DNA-binding ligands were designed to mimic Chromomycin A3 (CRA3), which contains a hydroxylated tetrahydroanthracene

Synthesis of 4-acetylisocoumarin: First total syntheses of AGI-7 and sescandelin

A practical synthetic route to 4-acetylisocoumarins and the first total synthesis of AGI-7 (5) and sescandelin (4) are described. The readily available homophthalate 8 was transformed to the vinylogous amide ester 13 in high overall yield. Upon treatment of 13 with refluxing aqueous formic acid, the desired 4-acetylisocoumarin (5) and its regioisomer 3-methyl-4-formylisocoumarin (17) were produced in a 3:1 ratio. After separation of the desired product (5) from the unwanted minor isomer, the enantioselective reduction of AGI-7 by borane in the presence of Corey's (S)-oxazaborolidine reagent afforded (+)-sescandelin (4) with a 93% ee.

Synthesis of Siphulin, a Naturally Occurring Homoflavone

Siphulin, the only homoflavone known in Nature, is synthesized from 2-hydroxy-4-benzyloxy-6-heptylacetophenone and methyl 2-carboxy-3,5-dibenzyloxyhomophthalate, reacting, in the presence of sodium hydride, to give tri-O-benzylprotosiphulin, convertible,