88939-61-1Relevant academic research and scientific papers
MODELS OF FOLATE COENZYMES-VIII AN APPROACH TO YOHIMBANE ALKALOIDS VIA CARBON-FRAGMENT TRANSFER FROM N5,N10-METHYLENETETRAHYDROFOLATE MODELS
Hiemstra, H. C.,Bieraeugel, H.,Wijnberg, M.,Pandit, U. K.
, p. 3981 - 3986 (2007/10/02)
2-Substituted 1-tosyl-3,4,4-trimethylimidazolidines, prepared by the addition of anions to 1-tosyl-3,4,4-trimethyl-2-imidazolinium iodide 1, react with tryptamine in the presence of acetic acid to give 1-substituted β-carboline derivatives.The salt 1 reacts with anions of 2-CHR) to tryptamine to give pentacyclic products corresponding to the yohimbane skeleton.The product from 5c yields, after reduction of both the amide and the dithiane function, the precursor of epi- and allo-yohimbanes.
A TWO SYNTHON APPROACH TO Δ15,17,19-YOHIMBANE SKELETON VIA A N5,N10-METHYLENETETRAHYDROFOLATE MODEL. A FACILE ROUTE TO Β-CARBOLINE ALKALOIDS
Bieraeugel, Hans,Hiemstra, Henk C.,Pandit, Upendra K.
, p. 239 - 241 (2007/10/02)
20-2-(2-methoxycarbonylphenyl)-1,3-dithiane (N5,N10-methylenetetrahydrofolate model 10) reacts in an acid catalyzed reaction with tryptamine to form the pentacyclic skeleton of Δ15,17,19-yohimbane in one practical step.
