Competing interests during the key N-glycosylation of 6-chloro-7-deaza-7-iodopurine for the synthesis of 7-deaza-2′-methyladenosine using Vorbrüggen conditions

Competing interests during the key N-glycosylation of 6-chloro-7-deaza-7-iodopurine for the synthesis of 7-deaza-2′-methyladenosine using Vorbrüggen conditions

A short 3-step synthesis of the antiviral agent 7DMA is described herein. The nature of a major by-product formed during the key N-glycosylation of 6-chloro-7-deaza-7-iodopurine with perbenzoylated 2-methyl-ribose under Vorbrüggen conditions was also investigated. Spectroscopic analyses support that...

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Bibliographic Details
Main Authors: Fabrício Fredo Naciuk, Andrey Fabricio Ziem Nascimento, Rebeca Paiva Froes Rocha, Joane Kathelen Rustiguel, Lais Durço Coimbra, Rafael Elias Marques, Marjorie Bruder
Format: Article
Language:English
Published: Frontiers Media S.A. 2023-03-01
Series:Frontiers in Chemistry
Subjects:
7DMA
Vorbrüggen
N-glycosylation
TMSOTf
N-silyl ketene imine formation
emerging virus
Online Access:https://www.frontiersin.org/articles/10.3389/fchem.2023.1163486/full

Internet

https://www.frontiersin.org/articles/10.3389/fchem.2023.1163486/full

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