Take the 2-minute tour ×
Chemistry Stack Exchange is a question and answer site for scientists, academics, teachers and students. It's 100% free, no registration required.

I am currently exploring the synthesis of xRNA, which contains benzo-expanded purine and pyrimidines. I have found this paper which deals with exactly this subject, and provides the following synthetic pathway for the xA ribonucleotide.

enter image description here

Unfortunately, the first 5 synthetic steps are omitted from the paper, and are likely to be found in one of the following three papers, none of which are publicly available.

1. 2. 3.

Nonetheless, I am interested in any synthetic pathway which will lead me from the first to the second molecule shown above. I understand the presented material, but as an undergraduate cell biologist, I am a little rusty on my synthetic organic chem.

EDIT: The first thing that came to mind was the condensation of a biscarbonyl electrophile and bisamine nucleophile like in pyrimidine synthesis.

share|improve this question

1 Answer 1

up vote 2 down vote accepted

Well, you are right, the synthesis of your second compound is described in DOI:10.1021/ja038384r:

enter image description here

enter image description here

share|improve this answer

Your Answer

 
discard

By posting your answer, you agree to the privacy policy and terms of service.

Not the answer you're looking for? Browse other questions tagged or ask your own question.