標題: Microwave-Assisted Synthesis of Tetracyclic 2,5-Diketopiperazines on a Soluble Polymer Support: A Structural Analogue of Tadalafil
作者: Chang, Wong-Jin
Chanda, Kaushik
Sun, Chung-Ming
應用化學系
Department of Applied Chemistry
公開日期: 2009
摘要: Structural analogues of tadalafil that contain two diversity points have been synthesized from a soluble polymer support employing a Pictet-Spengler reaction using focussed microwave irradiation. Polymer-bound deprotected tryptophan reacts with various aldehydes to generate the tetrahydro-beta-carbolines on the support. Subsequently immobilized tetrahydro-beta-carboline underwent a highly efficient intramolecular N-heterocyclization in a traceless fashion from various in-situ generated alpha-alkyl and heteroalkyl amides in two steps to generate tetracyclic 2,5-diketopiperazines in high purity. All the compounds were isolated as cis and trans isomers with good yields.
URI: http://hdl.handle.net/11536/7777
http://dx.doi.org/10.1071/CH08334
ISSN: 0004-9425
DOI: 10.1071/CH08334
期刊: AUSTRALIAN JOURNAL OF CHEMISTRY
Volume: 62
Issue: 1
起始頁: 42
結束頁: 50
顯示於類別:期刊論文