Practical Synthesis of (+)-Alloisoleucine

Autor: Czeslaw Belzecki, Jerzy Trojnar, Marek Chmielewski
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