Identification | Back Directory | [Name]
(Z)-2-Methyl-2-butenoic acid [(1S,2R,7aS)-hexahydro-1-hydroxymethyl-1H-pyrrolizin-2-yl] ester | [CAS]
70474-33-8 | [Synonyms]
Petasinine (Z)-2-Methyl-2-butenoic acid [(1S,2R,7aS)-hexahydro-1-hydroxymethyl-1H-pyrrolizin-2-yl] ester 2-Butenoic acid, 2-methyl-, (1S,2R,7aS)-hexahydro-1-(hydroxymethyl)-1H-pyrrolizin-2-yl ester, (2Z)- | [Molecular Formula]
C13H21NO3 | [MOL File]
70474-33-8.mol | [Molecular Weight]
239.31 |
Chemical Properties | Back Directory | [Occurrence]
A simple pyrrolizidine alkaloid, petasinine occurs in the stalks of Petasites japonicus Maxim. It forms an amorphous white powder having no definite melting point. The base is dextrorotatory with a specific rotation of [α]D + 16° (c 2.5, EtOH). The phenylurethane has been prepared as colourless needles with m.p. 168-17loC and [α]D +14° (c 2.5, EtOH). Hydrolysis furnishes angelic acid and petasinecine, m.p. 132-134°C, [α]D -20° (c 0.25, EtOH). |
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