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Citation: WEI Yun-Yang. Cyclization of Asparagine and Its Applications in the Synthesis of Chlesystokynin and Endomorphin Analogues[J]. Chinese Journal of Applied Chemistry, ;2004, 21(1): 70-75. shu

Cyclization of Asparagine and Its Applications in the Synthesis of Chlesystokynin and Endomorphin Analogues

WEI Yun-Yang ^,

1.
Institute of Chemical Engineering, Nanjing University of Science and Technology, Nanjing, 210094

Corresponding author: WEI Yun-Yang,
Received Date: 25 March 2003
Available Online: 30 July 2003

A series of compounds containing tetrahydropyrimidinone ring were synthesized via condensation of asparagine t-butyl ester with aromatic aldehydes and amino acid chlorides. Conformational isomer ratio of the products and the activation free energy for conformational transformation between isomers were determined by dynamic ¹H NMR spectroscopy. Reaction of the Fmoc-deprotected compounds containing tetrahydropyrimidinone ring with m-tolyl isocyanate provided some chlesystokynin analogues. Two endomorphin derivatives were also synthesized from a compound containing tetrahydropyrimidinone ring and the proper dipeptides.
- asparagine,
- tetrahydropyrimidinone,
- conformation,
- antagonist,
- endomorphin
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