Synthesis of N-phosphopeptides coupled by dichlorotriphenyl-phosphorane

Citation
Sz. Dong et al., Synthesis of N-phosphopeptides coupled by dichlorotriphenyl-phosphorane, SYN COMMUN, 31(13), 2001, pp. 2067-2075
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
31
Issue
13
Year of publication
2001
Pages
2067 - 2075
Database
ISI
SICI code
0039-7911(2001)31:13<2067:SONCBD>2.0.ZU;2-U
Abstract
Coupling of N-phosphoamino acids 2 and amino acid methyl esters by dichloro triphenylphosphorane 3 produced N-phosphopeptide methyl esters 5, which wer e sequentially hydrolyzed in triethylamine or dilute NaOH aqueous solution. The target products N-phosphodipeptides 6 were obtained in reasonable yiel ds and high purity after isolation using extraction method. The convenient and efficient approach could be generally used for synthesis of polypeptide s.