Expanding Synthesizable Space of Disubstituted 1,2,4-Oxadiazoles | Zendy

Andrey A. Tolmachev | Zendy; Andrey V. Bogolubsky | Zendy; Sergey E. Pipko | Zendy; A. V. Grishchenko | Zendy; Dmytro V. Ushakov | Zendy; Anton V. Zhemera | Zendy; Oleksandr O. Viniychuk | Zendy; Anzhelika I. Konovets | Zendy; Olga A. Zaporozhets | Zendy; Pavel K. Mykhailiuk | Zendy; Yurii S. Moroz | Zendy

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Expanding Synthesizable Space of Disubstituted 1,2,4-Oxadiazoles

Author(s) -

Andrey A. Tolmachev,

Andrey V. Bogolubsky,

Sergey E. Pipko,

A. V. Grishchenko,

Dmytro V. Ushakov,

Anton V. Zhemera,

Oleksandr O. Viniychuk,

Anzhelika I. Konovets,

Olga A. Zaporozhets,

Pavel K. Mykhailiuk,

Yurii S. Moroz

Publication year - 2016

Publication title -

acs combinatorial science

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.928

H-Index - 81

eISSN - 2156-8952

pISSN - 2156-8944

DOI - 10.1021/acscombsci.6b00103

Subject(s) - chemistry , reagent , combinatorial chemistry , organic chemistry

One-pot synthesis of 3,5-disubstituted 1,2,4-oxadiazoles from carboxylic acids and nitriles was optimized to parallel chemistry. The method was validated on a 141 member library; the desired products were recovered with a high success rate and in moderate yields. Practical application of the approach was demonstrated in the synthesis of bioactive compound pifexole and agonists of free fatty acid receptor 1. A library of 4 948 100 synthesizable drug-like 3,5-disubstituted 1,2,4-oxadiazoles was enumerated based on the method and available validated reagents.

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