123rd General Meeting of the KCS

Type Poster Presentation
Area Medicinal Chemistry
Room No. Exhibition Hall 2
Time 4월 18일 (목요일) 11:00~12:30
Code MEDI.P-387
Subject Microwave-Assisted Facile Synthesis of 2,5-Piperazinedione Skeleton
Authors Si Yeon Han, Young Dae Gong*
Department of Chemistry, Dongguk University, Korea
Abstract Many researchers have conducted study about biological activities of 2,5-piperazinedione due to its structural similarities with peptides. The potential of the 2,5-piperazinedione scaffold to serve as a privileged structure for the generation of drug-like libraries in drug discovery program has been plentifully demonstrated in various therapeutic areas such as anti-inflammatory, antimicrobial, anticonvulsant, and antihypertensive. So, we were highly interested in the 2,5-piperazinedione moiety. In this work, we described synthesis of 2,5-piperazinedione derivatives in solution phase. This synthetic methodology involves the preparation of 2,5-piperazinedione skeleton through cyclization of methyl 2-(2-(amino)acetamido)acetate derived from a reaction between N-α-chloroacetyl amino acid methyl ester and various amines. Even though several synthesis routes of 2,5-piperazinedione skeleton derived from a reaction between N-α-chloroacetyl amino acid methyl ester and amines in solution-phase have been published, those reaction conditions generate the desired compound in low yields and require long time. Accordingly, we developed efficient route for the preparation of 2,5-piperazinedione derivatives via microwave assisted combinatorial chemistry. It is well known that Microwave reaction in chemical synthesis can decrease reaction time dramatically and generate the desired compounds in high yields and purities at low cost compared to conventional thermal heating. So, we obtained 2,5-piperazinedione in a effective way successfully. Here in, we report an efficient method for the synthesis of 2,5-piperazinedione derivatives based on the combinatorial chemistry techniques.
E-mail pywy0626@naver.com