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70474-33-8

70474-33-8 Structure

70474-33-8 Structure
IdentificationBack 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 PropertiesBack 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).
Hazard InformationBack Directory
[Definition]

ChEBI: Petasinine is a member of pyrrolizines.
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