91843-70-8

Basic information

• Product Name: N⁶-benzyladenine 1-oxide
• Synonyms: N⁶-benzyladenine 1-oxide
• CAS NO: 91843-70-8
• Molecular Weight: 241.252
• Mol File: 91843-70-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N⁶-benzyladenine 1-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: N⁶-benzyladenine 1-oxide(91843-70-8)
• EPA Substance Registry System: N⁶-benzyladenine 1-oxide(91843-70-8)

Safety Data

• Hazardous Substances Data: 91843-70-8(Hazardous Substances Data)

Upstream product

• 1214-39-7 6-benzyladenine 

Relevant articles and documents

Purines. LXXII. Oxidation of N6-alkyladenines with m-chloroperoxybenzoic acid leading to N6-alkyladenine 1-oxides

Oxidations of N6-methyladenine (8a) and N6-benzyladenine (8b) with m- chloroperoxybenzoic acid (mcpba) in methanol have been found to afford the N(1)-oxides 7a,b in 36% and 35% yields, respectively. The structure of 7b has been established by leading it to N6-methoxyadenine (10) through O- methylation, Dimroth rearrangement, and nonreductive debenzylation. On the other hand, N6,N6-dimethyladenine (16) afforded the N(3)-oxide 17 in 40% yield on treatment with Mcpba in methanol. On the basis of these findings, together with data accumulated for N-oxidations of adenine, N(x)- monosubstituted adenines, and 6-substituted purines, the formation of hydrogen bonding between the 6-amino Nh and the carbonyl oxygen of a peroxycarboxylic acid may account for regioselective N(1)and N(7)-oxidations of adenine and N(x)-monosubstituted adenines.