Study of Direct N7 Regioselective tert-Alkylation of 6‑Substituted Purines and Their Modification at Position C6 through O, S, N, and C Substituents

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F24%3A73626453" target="_blank" >RIV/61989592:15310/24:73626453 - isvavai.cz</a>

Výsledek na webu

<a href="https://pubs.acs.org/doi/epdf/10.1021/acsomega.4c00068?ref=article_openPDF" target="_blank" >https://pubs.acs.org/doi/epdf/10.1021/acsomega.4c00068?ref=article_openPDF</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acsomega.4c00068" target="_blank" >10.1021/acsomega.4c00068</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Study of Direct N7 Regioselective tert-Alkylation of 6‑Substituted Purines and Their Modification at Position C6 through O, S, N, and C Substituents

Popis výsledku v původním jazyce

A new N7 direct regioselective method allowing the introduction of tert-alkyl groups into the appropriate 6-substituted purine derivatives is developed. This method is based on a reaction using N-trimethylsilylated purines with a tert-alkyl halide and SnCl4 as a catalyst. In this work, we study the structure and optimal reaction conditions leading to the N7 isomer and in some cases also to the N9 isomer. The main goal is devoted to preparing 7-(tert-butyl)-6-chloropurine as a suitable compound for other purine transformations. The stability of the tert-butyl group at the N7 position is tested for classic model reactions, leading to the preparation of new 6,7-disubstituted purine derivatives, which is also interesting from the point of view of the possible biological activity.

Název v anglickém jazyce

Study of Direct N7 Regioselective tert-Alkylation of 6‑Substituted Purines and Their Modification at Position C6 through O, S, N, and C Substituents

Popis výsledku anglicky

A new N7 direct regioselective method allowing the introduction of tert-alkyl groups into the appropriate 6-substituted purine derivatives is developed. This method is based on a reaction using N-trimethylsilylated purines with a tert-alkyl halide and SnCl4 as a catalyst. In this work, we study the structure and optimal reaction conditions leading to the N7 isomer and in some cases also to the N9 isomer. The main goal is devoted to preparing 7-(tert-butyl)-6-chloropurine as a suitable compound for other purine transformations. The stability of the tert-butyl group at the N7 position is tested for classic model reactions, leading to the preparation of new 6,7-disubstituted purine derivatives, which is also interesting from the point of view of the possible biological activity.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

<a href="/cs/project/GA21-06553S" target="_blank" >GA21-06553S: Inhibice onkogenních kinas malým molekulami</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2024

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

ACS Omega

ISSN

2470-1343

e-ISSN

—

Svazek periodika

9

Číslo periodika v rámci svazku

15

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

11

Strana od-do

"17368−17378"

Kód UT WoS článku

001200637800001

EID výsledku v databázi Scopus

2-s2.0-85189773210