Synthesis and absolute configuration of MQ-A3 [1-(14'-methylhexadecanoyl) pyrrolidine], a novel aliphatic pyrrolidine amide from the tropical convolvulaceous species.
A novel pyrrolidine amide (MQ-A3) isolated from the tropical convolvulaceous species was synthesized in 5 steps by starting from commercially available 12-bromododecanol and (S)-2-methylbutylbromide. The absolute configuration of the natural product was confirmed by a comparison of the specific rotation values.
Yajima
A
A
Department of Fermentation Science, Faculty of Applied Biological Science, Tokyo University of Agriculture, Japan.
Yabuta
G
G
D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry* / Q000302:isolation & purification; D019657:Solanaceae / Q000737:chemistry*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism
C432926:1-(14'-methylhexadecanoyl)pyrrolidine; D000470:Alkaloids; D011759:Pyrrolidines