260969-90-2

Upstream product

• 260969-87-7 methyl 2-(2,5-dihydroxy-4-methoxy-3-methylphenyl)acetate 
• 260969-88-8 methyl (2,4,5-trimethoxy-3-methylphenyl)acetate 
• 260969-86-6 2,2,6-trimethoxy-7-methyl-2,3-dihydrobenzo[b]furan-5-ol 
• 67-56-1 methanol 
• 260969-89-9 5,7,8-trimethoxy-6-methyl-1H-benz[c]pyran-3(4H)-one 

Downstream Products

• 59493-94-6 mimosamycin 

Relevant academic research and scientific papers

Synthesis of mimosamycin

Mimosamycin (1) was synthesized in eight steps with an overall yield of 13% from 2-methoxy-3-methyl-1,4-benzoquinone by regioselective introduction of a chloromethyl group at C-6 and a methoxycarbonylmethyl group at C-5 and subsequent reaction of the intermediate methyl (o- (chloromethyl)phenyl)acetate derivative 16 with methylamine. Oxidation of the 5,7,8-trimethoxy-2,6-dimethyl-1,4-dihydroisoquinoline-3(2H)-one 17 thus obtained, using cerium(IV) ammonium nitrate as a selective oxidizing agent, gave mimosamycin (1) in good overall yield.