Autor: |
Thutam P. Hopkins, Armen M. Boldi, Jeffrey M. Dener |
Rok vydání: |
2002 |
Předmět: |
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Zdroj: |
Journal of combinatorial chemistry. 4(2) |
ISSN: |
1520-4766 |
Popis: |
The solid-phase library synthesis of trisubstituted guanidines was accomplished. Amines were loaded onto the 4-formyl-3,5-dimethoxyphenoxymethyl linker via reductive amination. Subsequent acylation with Fmoc-4-aminomethylbenzoic acid followed by Fmoc deprotection gave solid-supported primary amines. Alternatively, sulfonylation of resin-bound secondary amines with 4-cyanobenzenesulfonyl chloride followed by borane reduction also gave solid-supported primary amines. Both resins were acylated with isocyanates to furnish solid-supported ureas. Dehydration of ureas with p-toluenesulfonyl chloride in pyridine gave solid-supported carbodiimides. Nucleophilic addition of amines to the carbodiimide bond followed by cleavage off the solid support gave trisubstituted guanidines. |
Databáze: |
OpenAIRE |
Externí odkaz: |
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