Facile construction of peptidomimetics by sequential C-S/C-N bond activation of Ugi-adducts

A novel selectively sequential C-S/C-N bond activation is presented. Through the combination of an Ugi-4CR and sequential C-S/C-N bond cleavage, diverse peptidomimetics containing a primary amide are prepared in a rapid, highly efficient and step-economical manner. This approach exhibits high yield, excellent chemoselectivity and functional group tolerance. Compounds derived from the pharmaceuticals febuxostat, probenecid and memantine as well as beta-amino acid are prepared. This method provides a new direction for the synthesis of peptidomimetics.

Авторы
Liu C.1 , Song L.L.2 , Peshkov V.A.3, 4 , Van der Eycken E.V. 1, 5
Издательство
Royal Society of Chemistry
Номер выпуска
24
Язык
Английский
Страницы
6968-6973
Статус
Опубликовано
Том
8
Год
2021
Организации
  • 1 Katholieke Univ Leuven, Lab Organ & Microwave Assisted Chem LOMAC, Dept Chem, Celestijnenlaan 200F, B-3001 Leuven, Belgium
  • 2 Nanjing Forestry Univ, Coll Chem Engn,Jiangsu Key Lab Biomass Based Gree, Jiangsu Coinnovat Ctr Efficient Proc & Utilizat F, Int Innovat Ctr Forest Chem & Mat,Jiangsu Prov Ke, Nanjing 210037, Jiangsu, Peoples R China
  • 3 Soochow Univ, Coll Chem Chem Engn & Mat Sci, Dushu Lake Campus, Suzhou 215123, Peoples R China
  • 4 Nazarbayev Univ, Sch Sci & Humanities, Dept Chem, 53 Kabanbay Batyr Ave, Nur Sultan 010000, Kazakhstan
  • 5 Peoples Friendship Univ Russia, RUDN Univ, Miklukho Maklaya St 6, Moscow 117198, Russia
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