Practical Synthesis of (+)-Alloisoleucine
Autor: | Czeslaw Belzecki, Jerzy Trojnar, Marek Chmielewski |
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Rok vydání: | 2000 |
Předmět: | |
Zdroj: | Synthetic Communications. 30:2245-2252 |
ISSN: | 1532-2432 0039-7911 |
Popis: | Subsequent treatment of N-crotoyl-(1S,2R)-bornane-10,2-sultam with EtMgCl, recrystallization of the product and saponification, afforded R-(-)-3-methylpenthanoic acid which was used for acylation of (1R,2S)-bornane-10,2-sultam. The product was converted into N-[(2S,3R)-2-amino-3-methylpentanoyl]-(1R,2S)-bornane-10,2-sultam by hydroxyamination with 1-chloro-1-nitrosocyclohexane, followed by reduction of the hydroxylamine grouping. Saponification of the sultam imide provided (+)-alloisoleucine. |
Databáze: | OpenAIRE |
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