Synthesis of 4-amino-thiazole analogs of Fmoc-amino acids and thiazole linked N-orthogonally protected dipeptidomimetics.
We report a one pot synthesis of Fmoc amino acid derived 4-amino-thiazole derivatives and thiazole linked N-orthogonally protected dipeptidomimetics by the condensation of N(alpha)-Fmoc alpha-halomethylketones with thiourea and Boc/Z-alpha-amino acid thioamides via modified Hantzch protocol. Side chain modified Fmoc amino acids containing 4-amino thiazole moiety have also been synthesized following the similar protocol.
Narendra
N
N
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
Vishwanatha
T M
TM
Sudarshan
N S
NS
Sureshbabu
Vommina V
VV
D000596:Amino Acids / Q000138:chemical synthesis*; D040761:Biomimetic Materials / Q000138:chemical synthesis*; D005449:Fluorenes / Q000138:chemical synthesis*; D013844:Thiazoles / Q000138:chemical synthesis*
D000596:Amino Acids; D005449:Fluorenes; C016456:N(alpha)-fluorenylmethyloxycarbonylamino acids; D013844:Thiazoles