The solid-phase synthesis and use of N-monosubstituted piperazines in chemical library synthesis

Joseph M. Salvino, Baudouin Gerard, Hai Fen Ye, Berengere Sauvagnat, Roland E. Dolle

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

An efficient solid-phase synthesis of mono-N-substituted piperazines is presented. The key transformation involves a selective borane amide bond reduction in the presence of a carbamate resin linkage. This synthetic route takes advantage of the large diverse pool of commercially available carboxylic acids, acid chlorides, and sulfonyl chlorides. The solid-phase approach facilitates parallel processing by eliminating the need for column chromatography after each synthetic step. The N-monosubstituted piperazines were shown to react with polymeric activated tetrafluorophenol (TFP) reagents to generate arrays of amides and sulfonamides in good purity for biological testing.

Original languageEnglish
Pages (from-to)260-266
Number of pages7
JournalJournal of combinatorial chemistry
Volume5
Issue number3
DOIs
StatePublished - May 1 2003
Externally publishedYes

Fingerprint Dive into the research topics of 'The solid-phase synthesis and use of N-monosubstituted piperazines in chemical library synthesis'. Together they form a unique fingerprint.

Cite this