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

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

Journal Name: Letters in Organic Chemistry

Volume 4 , Issue 4 , 2007

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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.

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

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Article Details

VOLUME: 4
ISSUE: 4
Year: 2007
Page: [239 - 241]
Pages: 3
DOI: 10.2174/157017807781024174
Price: $65

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