Collect. Czech. Chem. Commun. 1996, 61, 1248-1253

N-1-Trimethylsilyl Derivatives of Ergot Alkaloids

Vladimír Křen and Petr Sedmera

Institute of Microbiology, Academy of Sciences of the Czech Republic, 142 20 Prague 4, Czech Republic


N-1-Trimethylsilyl derivatives of five different suitably protected parent ergot (clavine) alkaloids (agroclavine 1a, elymoclavine 2a, lysergol 3a, lysergene 4a, and 9,10-dihydrolysergol 5a) were prepared in 47-94% yields by refluxing the (protected) parent compounds with N-methyl-N-(trimethylsilyl)trifluoroacetamide in acetonitrile under nitrogen atmosphere.

Keywords: Ergot alkaloids; Clavines; Trimethylsilyl derivatives; N-Glycosylation.