210824-98-9

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 100-39-0 benzyl bromide 
• 2973-77-5 3,5-dibromo-4-hydroxybenzaldehyde 
• 249515-07-9 4-benzyloxy-3,5-dibromobenzyl alcohol 
• 249515-06-8 4-(benzyloxy)-3,5-dibromobenzaldehyde 

Downstream Products

• 210824-99-0 N-(4-benzyloxy-3,5-dibromobenzyl)-8-oxoadenosine 

Relevant academic research and scientific papers

Synthesis and structure of the marine ascidian 8-oxoadenine aplidiamine

Alkylation of 8-oxoadenosine (13) with 4-benzyloxy-3,5-dibromobenzyl bromide (20), followed by Dimroth rearrangement and acid hydrolysis, provided N-(3,5-dibromo-4-hydroxybenzyl)-8-oxoadenosine (15). The 2'- deoxy version of this reaction sequence accomplished the first synthesis of N-(3,5-dibromo-4- hydroxybenzyl)-8-oxoadenine (16), which is the correct expression for marine ascidian purine aplidiamine.

Syntheses of the marine ascidian purine aplidiamine and its 9-β-D- ribofuranoside

The title nucleoside 9 was synthesized by alkylation of 8-oxoadenosine (7) with 4-benzyloxy-3,5-dibromobenzyl bromide, followed by Dimroth rearrangement and acid hydrolysis. 2'-Deoxy version of this reaction sequence accomplished the first synthesis of aplidiamine (6).