Microwave-assisted diastereoselective two-step three-component synthesis for rapid access to drug-like libraries of substituted 3-amino-β-lactams. Issue 1 (1st January 2018)

• Record Type: Journal Article
• Authors: Janssen, Guido V.; van den Heuvel, Joyce A.C.; Megens, Rik P.; Benningshof, Jorg C.J.; Ovaa, Huib
• Is Part Of: Bioorganic & medicinal chemistry. Volume 26:Issue 1(2018)
• Page Start: 41
• Page End: 49
• Publication Date: 2018-01-01
• Subjects: β-Lactams -- Library synthesis -- Staudinger reaction -- Microwave synthesis -- Saccharines; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; Chemistry, Clinical -- Periodicals; Chemistry, Organic -- Periodicals; Chimie bio-organique -- Périodiques; Chimie pharmaceutique -- Périodiques; 615.19
• DOI: 10.1016/j.bmc.2017.11.014
• Languages: English
• ISSNs: 0968-0896

Abstract

Graphical abstract: Abstract: Large, diverse compound libraries are an essential requisite in target-based drug development. In this work, a robust microwave-assisted synthesis for the diastereoselective generation of 3-saccharinyl- trans -β-lactams is reported. The method is optimised for combinatorial library synthesis in which decoration of the scaffold is varied on both the β-lactam and the saccharine moiety. Within the European Lead Factory (ELF) consortium, a library of 263 compounds was efficiently produced using the developed methodology.