13255-08-8

Upstream product

• 59190-68-0 6-(2-aminobenzoyl)-5,7-dimethoxy-2,2-dimethylchromene 
• 125108-96-5 2-<(2,2-Dimethyl-7-methoxychromen-5-yl)amino>benzoic Acid 
• 610-14-0 2-nitrobenzyl chloride 
• 79228-37-8 6-(2-N-acetylaminobenzoyl)-5,7-dimethoxy-2,2-dimethylchromene 
• 59190-67-9 6-(2-nitrobenzoyl)-5,7-dimethoxy-2,2-dimethylchromene 
• 59190-66-8 2,6-dimethoxy-4-hydroxy-2'-nitrobenzophenone 
• 21421-66-9 5,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran 
• 500-99-2 3,5-dimethoxyphenol 
• 1111-97-3 3-chloro-3-methylbut-1-yne 
• 175793-42-7 2-<3,5-Dimethoxy-2-(3-methylbut-2-enyl)>aminobenzoic acid 
• 175793-40-5 Norglycocitrine-II dimethyl ether 
• 1026192-13-1 3,5-dimethoxy-2-(3-methylbut-2-enyl)-acetanilide 
• 132456-30-5 4-(3'-methyl-2'-butenyl)-1,3-dihydroxy-9-acridone 
• 1488-42-2 Diphenyliodonium-2-carboxylate 

Downstream Products

• 7008-42-6 acronine 

Relevant academic research and scientific papers

A practical regiospecific approach towards acronycine and related alkaloids

Highly regiospecific prenylation of 3,5-dimethoxyacetanilide and cyclization of 2-[3,5-dimethoxy-2(3-methylbut-2-enyl)]aminobenzoic acid 6 under mild conditions in high yields provides a practical and flexible synthesis of acronycine, glycocitrine-II and

RUTACEOUS CONSTITUENTS-13 A BIOMIMETIC SYNTHESIS OF ACRONYCINE

A biomimetic synthesis of the anti-tumor active alkaloid acronycine (7; R=R'=Me) has been obtained by cyclisation of 6-(2-methylaminobenzoyl)-5,7-dimethoxy-2,2-dimethylchromene (11; R=R'=Me); isoacronycine (20; R=R'=Me) was also produced.In an analogous manner the aminochromene (11; R=H, R'=Me) gave a mixture of des-N-methylacronycine (7; R=H, R'=Me) and des-N-methylisoacronycine (20; R=H, R'=Me).The aminochromenes were best synthesised by condensation of lithio-5,7-dimethoxy-2,2-dimethylchromene (22; R=Li) with N-methylisatoic anhydride (26) or with 2-methyl-3,1-benzoxazin-4-one (21).The relevance of this synthetic route to the biogenesis of acridone alkaloids is discussed.