標題: Scaffold-directed traceless synthesis of tetrahydro-beta-carbolinehydantoins
作者: Chen, Chih-Hau
Chang, Chia-Mao
Chen, Hsia-Yuan
Lai, Jin-Ji
Sun, Chung-Ming
應用化學系
Department of Applied Chemistry
公開日期: 1-Jul-2007
摘要: Pharmacologically interesting tetrahydro-beta-carbolinehydantoins have been prepared through four-step traceless synthesis by a combinatorial approach. Two-arm PEG 1 (MW approximate to 4000) was used as a soluble polymer support and reacted with Fmoc-protected L-tryptophane 2 to form bis-ester 3. The resulting polymer-supported amino ester 3 was deprotected, and amino ester 4 underwent Pictet-Spengler reaction with varoius ketones to form tricyclic indoles 5. The nucleophilic piperidine in the tricyclic indole reacted with isocyanate to generate the urea intermediates and simultaneously intramolecular cyclization to release the target compounds 7 from the support in good yields.
URI: http://dx.doi.org/10.1021/cc070035w
http://hdl.handle.net/11536/10574
ISSN: 1520-4766
DOI: 10.1021/cc070035w
期刊: JOURNAL OF COMBINATORIAL CHEMISTRY
Volume: 9
Issue: 4
起始頁: 618
結束頁: 626
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