Ultrasound accelerated conversion of Nalpha-urethane protected peptide esters to their thiopeptides using P2S5.
A fast and efficient synthesis of N(alpha)-protected thiopeptide esters from the corresponding peptide esters using P(2)S(5) as thionating agent assisted by ultrasonication has been described. The conversion of peptide bond into thioamide was complete in 20-40 min at rt. The reaction was accomplished without using any base. The products isolated were characterized using (1)H NMR, (13)C NMR and mass spectroscopy.
Peptide Research Laboratory, Department of Studies in Chemistry, Central College Campus, Bangalore University, Dr. B. R. Ambedkar Veedhi, Bangalore 560 001, India. hariccb@rediffmail.com
Vommina V
VV
Sureshbabu
G
G
Nagendra
R
R
Venkataramanarao
D000596:Amino Acids / Q000737:chemistry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010455:Peptides / Q000737:chemistry* / Q000528:radiation effects; D017553:Phosphorus Compounds / Q000737:chemistry*; D012997:Solvents; D013440:Sulfides / Q000737:chemistry*; D014465:Ultrasonics; D014520:Urethane / Q000737:chemistry* / Q000528:radiation effects
D000596:Amino Acids; D007202:Indicators and Reagents; D010455:Peptides; D017553:Phosphorus Compounds; D012997:Solvents; D013440:Sulfides; C500376:phosphorus pentasulfide; D014520:Urethane