115623-32-0

Basic information

• Product Name: 1,8,9-tris(benzyloxy)-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one
• Synonyms: 1,8,9-tris(benzyloxy)-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one
• CAS NO: 115623-32-0
• Molecular Weight: 584.625
• Mol File: 115623-32-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1,8,9-tris(benzyloxy)-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8,9-tris(benzyloxy)-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one(115623-32-0)
• EPA Substance Registry System: 1,8,9-tris(benzyloxy)-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one(115623-32-0)

Safety Data

• Hazardous Substances Data: 115623-32-0(Hazardous Substances Data)

Upstream product

• 1023744-89-9 3-bromo-5,7-diacetoxyl-2-chromenone 
• 21524-17-4 5,7-diacetoxyl-2-chromenone 
• 2732-18-5 5,7-dihydroxy-2H-chromen-2-one 
• 27688-86-4 3,4-dibenzyloxyphenol 
• 108-73-6 3,5-dihydroxyphenol 
• 5447-02-9 3,4-dibenzyloxybenzaldehyde 
• 100-39-0 benzyl bromide 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 120-80-9 benzene-1,2-diol 
• 67964-24-3 4,5-dihydroxy-7-methoxy coumarin 
• 524-12-9 wedelolactone 
• 100-44-7 benzyl chloride 

Downstream Products

• 524-12-9 wedelolactone 

Relevant articles and documents

Palladium(II)-catalyzed efficient synthesis of wedelolactone and evaluation as potential tyrosinase inhibitor

Tyrosinase is an enzyme widely distributed in nature, which has multiple functions, especially in the melanin biosynthesis pathway. Despite the few clinically available tyrosinase inhibitors for whitening, a great demand remains for novel compounds with low side effects in terms of potential carcinogenicity and improved clinical efficacy. A natural product, wedelolactone (WEL), with a polyhydroxyl moiety, attracted our attention as a potential tyrosinase inhibitor. Before we studied the biological activity of the natural product, a synthetic methodological research was firstly carried to obtain enough raw material. WEL could be obtained efficiently through palladium-catalyzed boronation/coupling reactions and 2,3-dicyano-5,6-dichlorobenzoquinone (DDQ)-involved oxidative deprotection/annulation reactions. Immediately after, the natural product was proven to be an efficient tyrosinase inhibitor. In conclusion, we developed a mild and efficient approach for the preparation of WEL, and the natural product was disclosed to have anti-tyrosinase activity, which could be widely used in multiple fields.