Direct C-H Arylation of Purine on Solid Phase and Its Use for Chemical Libraries Synthesis

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F11%3A33118322" target="_blank" >RIV/61989592:15310/11:33118322 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1021/co200075r" target="_blank" >http://dx.doi.org/10.1021/co200075r</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/co200075r" target="_blank" >10.1021/co200075r</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Direct C-H Arylation of Purine on Solid Phase and Its Use for Chemical Libraries Synthesis

Popis výsledku v původním jazyce

C8-H direct arylation of purine derivatives immobilized on Wang resin is described. The purine skeleton was immobilized via C6-regioselective substitution of 2,6-dichloro-purine with polymer-supported amines. After N9-alkylation with two different alkyliodides and C2 substitution with two selected amines, reaction conditions for C8-H arylation were developed and optimized. Various aryl bromides and aryl iodides were used for the reaction affording the target 2,6,8,9-tetrasubstituted purines in very good purity. The same reaction conditions were also applied for the synthesis of 2,6,8-trisubstituted purines, however, yields were lower. The methodology is applicable for high throughput synthesis of chemical libraries comprised of purine scaffold.

Název v anglickém jazyce

Direct C-H Arylation of Purine on Solid Phase and Its Use for Chemical Libraries Synthesis

Popis výsledku anglicky

C8-H direct arylation of purine derivatives immobilized on Wang resin is described. The purine skeleton was immobilized via C6-regioselective substitution of 2,6-dichloro-purine with polymer-supported amines. After N9-alkylation with two different alkyliodides and C2 substitution with two selected amines, reaction conditions for C8-H arylation were developed and optimized. Various aryl bromides and aryl iodides were used for the reaction affording the target 2,6,8,9-tetrasubstituted purines in very good purity. The same reaction conditions were also applied for the synthesis of 2,6,8-trisubstituted purines, however, yields were lower. The methodology is applicable for high throughput synthesis of chemical libraries comprised of purine scaffold.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

—

Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

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

Rok uplatnění

2011

Kód důvěrnosti údajů

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

Název periodika

ACS Combinatorial Science

ISSN

2156-8952

e-ISSN

—

Svazek periodika

13

Číslo periodika v rámci svazku

5

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

5

Strana od-do

496-500

Kód UT WoS článku

000294704400008

EID výsledku v databázi Scopus

—