108937-55-9

Basic information

• Product Name: 11-benzyloxy-1-hydroxy-3,12-dihydro-3,3-dimethylpyrano<2,3-c>acridin-7-one
• CAS NO: 108937-55-9
• Molecular Weight: 399.446
• Mol File: 108937-55-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 11-benzyloxy-1-hydroxy-3,12-dihydro-3,3-dimethylpyrano<2,3-c>acridin-7-one(CAS DataBase Reference)
• NIST Chemistry Reference: 11-benzyloxy-1-hydroxy-3,12-dihydro-3,3-dimethylpyrano<2,3-c>acridin-7-one(108937-55-9)
• EPA Substance Registry System: 11-benzyloxy-1-hydroxy-3,12-dihydro-3,3-dimethylpyrano<2,3-c>acridin-7-one(108937-55-9)

Safety Data

• Hazardous Substances Data: 108937-55-9(Hazardous Substances Data)

Upstream product

• 31525-67-4 dimethylacetal of 3-methyl-3-hydroxybutyraldehyde 
• 108937-63-9 1,3-dihydroxy-5-benzyloxyacridone 
• 100-44-7 benzyl chloride 
• 85990-01-8 1-hydroxy-3,5-dimethoxy-9(10H)-acridinone 
• 85990-00-7 1,3,5-trihydroxy-9(10H)-acridinone 
• 63110-81-6 1,3-dihydroxy-5-methoxy-9(10H)-acridinone 

Downstream Products

• 108937-56-0 11-benzyloxynoracronycine 
• 108937-57-1 11-benzyloxyacronycine 
• 57959-88-3 atalaphyllidine 

Relevant articles and documents

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.