Title: Fulvoplumierin
CAS Registry Number: 20867-01-0
CAS Name: (7E)-7-(2E)-Butenylidene-1,7-dihydro-1-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester
Additional Names: 3-(2-butenylidene)-2-carboxy-a-(hydroxymethylene)-1,4-cyclopentadiene-1-acetic acid d-lactone methyl ester; methyl 7-crotonylidenecyclopenta[c]pyran-1-(7H)-one-4-carboxylate
Molecular Formula: C14H12O4
Molecular Weight: 244.24
Percent Composition: C 68.85%, H 4.95%, O 26.20%
Literature References: Occurs together with plumieride and plumericin. Isoln from Plumeria acutifolia Poir., Apocynaceae, also from roots of P. rubra var alba: Grumbach et al., Experientia 8, 224 (1952). Structure: Schmid, Bencze, Helv. Chim. Acta 36, 206, 1468 (1953). Stereochemistry: Albers-Schönberg et al., ibid. 45, 1406 (1962). Synthesis: Büchi, Carlson, J. Am. Chem. Soc. 90, 5336 (1968); 91, 6470 (1969).
Properties: Orange needles from chloroform + petr ether, ethyl acetate, or alcohol, dec 151-152°. Sublimes in high vacuum. uv max (ethanol): 272, 365 nm (e 7,000; 33,700). Sol in chloroform, hot ethyl acetate, benzene, alcohol; less sol in pyridine, acetone. Practically insol in water, petr ether.
Absorption maximum: uv max (ethanol): 272, 365 nm (e 7,000; 33,700) |