210824-99-0Relevant articles and documents
Synthesis and structure of the marine ascidian 8-oxoadenine aplidiamine
Itaya, Taisuke,Hozumi, Yoshitaka,Kanai, Tae,Ohta, Tomihisa
, p. 1297 - 1300 (2007/10/03)
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
Itaya, Taisuke,Hozumi, Yoshitaka,Kanai, Tae,Ohta, Tomihisa
, p. 4695 - 4696 (2007/10/03)
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).