Synthesis and absolute configuration of (-)-3-butyl-7-hydroxyphthalide, a cytotoxic metabolite of Penicillium vulpinum.
Both the enantiomers as well as the racemate of 3-butyl-7-hydroxyphthalide (1) were synthesized, and the absolute configuration of the naturally occurring (-)-1 (a weakly cytotoxic metabolite of Penicillium vulpinum) was identified as S.
Ohzeki
Tomoya
T
Department of Chemistry, Graduate School of Science, Science University of Tokyo, Kagurazaka, Tokyo, Japan.
Mori
Kenji
K
D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D003603:Cytotoxins / Q000138:chemical synthesis* / Q000737:chemistry; D006900:Hydroxylation; D009682:Magnetic Resonance Spectroscopy; D010407:Penicillium / Q000737:chemistry*; D013237:Stereoisomerism
C487926:3-butyl-7-hydroxyphthalide; D001572:Benzofurans; D003603:Cytotoxins; C082022:phthalide