J. Litera, M. Buděšínský, J. Urban
1998
Citations
0
Influential Citations
7
Citations
Journal
Collection of Czechoslovak Chemical Communications
Abstract
By two separate routes were prepared four diastereoisomers of (2 R or 2 S ,5 R or 5 S )-3-benzyl-5-{(1 S )- [( tert -butoxycarbonyl)amino]-2-phenylethyl}tetrahydrofuran-2-ones ( 11 , 12 , 17 and 18 ). Since the furanones were derived from ( S )-phenylalanine, absolute configurations of all chiral carbon atoms could be deduced from their 1 H NMR spectra. The furanones were easily hydrolyzed to four (2 R or 2 S ,4 R or 4 S ,5 S )-2-benzyl-5- [( tert -butoxycarbonyl)amino]-4-hydroxy-6-phenylbutanoic acids ( 20 - 23 ), hydroxyethylene isosteres of Phe-Phe peptide bond.