10545-79-6Relevant articles and documents
22β--3-oxoolean-12-en-28-oic Acid, a New Constituent of Lantana camara
Johns, Stanley R.,Lamberton, John A.,Morton, Trevor C.,Suares, Hector,Willing, Richard I.
, p. 1895 - 1902 (2007/10/02)
22β--3-oxoolean-12-en-28-oic acid, a new constituent of Lantana camara L. is closely related to lantadene A and lantadene B.Although hydrolysis gives 2-methylbutanoic acid as a partial racemate, it has been shown by n.m.r. spectroscopy that the natural ester is the optically pure (S)-isomer.Catalytic hydrogenation of lantadene A gives a mixture of diastereoisomeric esters in which the (S)-2-methylbutanoate predominates, and a 1:1 mixture of the (R)- and (S)-esters was obtained by esterification with (RS)-2-methylbutanoyl chloride of 22β-hydroxy- 3-oxoolean-12-en-28-oic acid protected as the diphenylmethyl ester.