108937-58-2

Upstream product

• 115-18-4 2-methyl-3-buten-2-ol 
• 108937-63-9 1,3-dihydroxy-5-benzyloxyacridone 
• 63110-81-6 1,3-dihydroxy-5-methoxy-9(10H)-acridinone 
• 85990-00-7 1,3,5-trihydroxy-9(10H)-acridinone 
• 85990-01-8 1-hydroxy-3,5-dimethoxy-9(10H)-acridinone 
• 100-44-7 benzyl chloride 

Downstream Products

• 108937-59-3 3,5-Dibenzyloxy-1-hydroxy-2,4-bis(3,3-dimethylallyl)acridone 
• 108937-60-6 3,5-Dibenzyloxy-1-hydroxy-2,4-bis(3,3-dimethylallyl)-N-methylacridone 
• 28233-34-3 N-methylatalaphylline 

Relevant academic research and scientific papers

Synthesis of Acridone Alkaloids: Glycocitrine-I, N-Methylatalphylline, Atalphyllidine, 11-Hydroxyacronycine and 11-Hydroxynoracronycine

Selective benzylation of 1,3,5-trihydroxyacridone (3) results in 5-benzylated acridone (6), which on prenylation affords a mixture of monoprenylated acridone (7) and diprenylated acridone (9).Treatment of 7 with methyl iodide followed by hydrogenolysis furnishes glycocitrine-I (1). 9 on benzylation, followed by N-methylation and debenzylation yields N-methylatalphylline (2).Condensation of 6 with 3-hydroxyisovaleraldehyde dimethylacetal results in 15, which on hydrogenolysis furnishes atalphyllidine (12). 15 on methylation affords N-methylacridone (16) and N,O-dimethylacridone (17).Compounds 16 and 17 on hydrogenolysis afford 11-hydroxynoracronycine (13) and 11-hydroxyacronycine (14), respectively.