1606148-55-3

Upstream product

• 1606148-50-8 benzyl 3,4,5-tribenzyloxy-2-bromobenzoate 
• 50888-95-4 tert-butyl gallate 
• 475161-97-8 benzyl 3,4,5-tris(benzyloxy)benzoate 
• 100-44-7 benzyl chloride 
• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 1606148-54-2 benzyl 3,4,5-tribenzyloxy-2-(2,3-dibenzyloxy-5-tert-butoxycarbonylphenoxy)benzoate 
• 1606148-53-1 benzyl 3,4,5-tribenzyloxy-2-(5-tert-butoxycarbonyl-2,3-dihydroxyphenoxy)benzoate 
• 100-39-0 benzyl bromide 
• 1606148-52-0 benzyl 2-(2,3-benzaloxy-5-tert-butoxycarbonylphenoxy)-3,4,5-tribenzyloxybenzoate 
• 1606148-51-9 tert-butyl 3,4-benzaloxy-5-hydroxybenzoate 

Relevant academic research and scientific papers

Total synthesis of coriariin B

– The total synthesis of coriariin B (1), which is a type of ellagitannin, and originally obtained from the leaves of Coriaria japonica, was achieved by esterification between the glucose derivative and partially protected dehydrodigallic acid (5). The HHDP (hexahydroxydiphenoyl) unit was constructed by the oxidative phenol coupling reaction in a stereoselective manner.

Facile preparation of dehydrodigallic acid and its derivative for the synthesis of ellagitannins

A facile method for the synthesis of dehydrodigallic acid, which is a fundamental structure of ellagitannins, was developed. A classical Ullmann condition was effective for the formation of the highly hindered biaryl ether structure, and we clarified that the suitable protection of the phenolic hydroxy groups was crucial in this reaction. In this way, the synthesis of dehydrodigallic acid and its derivative was successfully performed. The described method would provide a synthetic utility toward ellagitannins.