A simple and efficient synthesis of the ras farnesyl-protein transferase inhibitor chaetomellic acid A.
A simple and efficient synthesis of the ras farnesyl-protein transferase inhibitor chaetomellic acid A anhydride (1) is reported. The imidazopyridinium bromide 5 obtained from the reaction of 2-bromopalmitoyl chloride and 2-aminopyridine was reacted with maleic anhydride in the presence of NaOAc/AcOH to form 1 in 62% overall yield in three steps.
Argade
N P
NP
Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune, India.
Naik
R H
RH
D019883:Alkyl and Aryl Transferases; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008298:Maleates / Q000138:chemical synthesis* / Q000737:chemistry; D013055:Spectrophotometry, Infrared; D014166:Transferases / Q000037:antagonists & inhibitors*
D004791:Enzyme Inhibitors; D008298:Maleates; C080569:chaetomellic acid A; D014166:Transferases; D019883:Alkyl and Aryl Transferases; C064911:p21(ras) farnesyl-protein transferase