81262-96-6Relevant articles and documents
C-24 stereochemistry of marine sterols: (22E)-24-(isopropenyl)-22- dehydrocholesterol and 24-isopropenylcholesterol
Echigo, Shizue,Hara, Noriyuki,Carderon, Gladys Jeanette,Duque, Carmenza,Fujimoto, Yoshinori
, p. 1473 - 1477 (2006)
The C-24 configuration of (22E,24ξ)-24-isopropenyl-22-dehydrocholesterol (1), which was recently isolated from the Colombian Caribbean sponge, Topsentia ophiraphidites, was investigated. Synthesis of the stereodefined (24R)- and (24S)-(22E)-24-isopropenyl-22-dehydrocholesterols (1a, 1b) followed by 1H- and 13C-NMR data comparison of these sterols established the (24R)-configuration of 1. In addition, (24R)- and (24S)-24-isopropenylcholesterols (2a and 2b) were also synthesized and their NMR data are provided. The C-24 configurations of the samples of 24-isopropenylcholesterol reported previously are discussed.