Synthesis of a Library of N-Substituted Methyl Aminocarbonyl Acetates using Poly(Ethylene Glycol) as Soluble Support

Title: Synthesis of a Library of N-Substituted Methyl Aminocarbonyl Acetates using Poly(Ethylene Glycol) as Soluble Support

Volume: 4 Issue: 4

Author(s): Xiaoqing Yan, Jingjun Yu, Ronghua Ye, Zuxing Chen and Guichun Yang

Affiliation:

Keywords: Poly (ethylene glycol), supported reagents, synthesis, N-substituted methyl aminocarbonyl acetates, microwave irradiation, solventless reactions

Abstract: A rapid and solvent-free synthesis of methyl 2-(N-substituted aminocarbonyl) acetates has been developed using poly (ethylene glycol) (PEG) as a soluble polymeric support and as a protecting group. PEG was first reacted with Meldrums acid to give PEG-bound malonic acid 2 under microwave-irradiation, and then 2 was coupled with series of amines to produce 3, followed by the cleavage from the PEG using KCN in CH3OH to afford N-substituted methyl aminocarbonyl acetates 4. This simple method requires mild reaction conditions and affords moderate to high yields of the desired products with excellent purities.

Cite this article as:

Xiaoqing Yan , Jingjun Yu , Ronghua Ye , Zuxing Chen and Guichun Yang , Synthesis of a Library of N-Substituted Methyl Aminocarbonyl Acetates using Poly(Ethylene Glycol) as Soluble Support, Letters in Organic Chemistry 2007; 4 (4) . https://dx.doi.org/10.2174/157017807781024174