Synthesis of substituted lactams

Details Synthesis of substituted lactams Synthesis of substituted lactams

1998-06-19

2000-04-25

Shah, Mukund J.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

540354, 540362, 540451, 540463, 540524, 540527, 540529, 548537, 546245, C07D20716, C07D21160, C07D22310, C07D22502

Patent

active

060545798

ABSTRACT:
The invention relates to an efficient and facile method for the preparation of substituted lactams, as described herein. The method comprises reacting a difunctional component containing an activated carbon, an amine capable of forming an imine with the activated carbon of the difunctional component, and an isocyanide in a nucleophilic polar protic solvent and at a concentration of reactants which facilitates the formation of the substituted lactams. The invention also relates to novel substituted lactams, libraries comprising such lactams, and a method of generating libraries substituted lactams, using the method of the invention.

REFERENCES:
patent: 5190923 (1993-03-01), Vincent et al.
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Ugi, I., et al., "New Reagents and Methods for the Synthesis of .beta.-Lactams, Peptides and Oligonucleotides," In Nat. Prod. Chem. III, A ur Rahman et al., eds. (Springer, Berlin), pp. 107-133 (1988).
Nadin, A., et al., "Seven-Membered Lactams as Constraints for Amide Self-Recognition," Journal of the American Chemical Society, 117(38): 9768-9769 (1995).
Harriman, G.C.B., "Synthesis of Small and Medium Sized 2,2-Disubstituted Lactams via the "Intramolecular" Three Component Ugi Reaction ," Tetrahedron Letters, 38(32): 5591-5594 (1997).
Abstract for Accession Number 91-311279/43 (from Wold Patent Index Database compiled by Derwent Information Ltd.).

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