672948-33-3

Upstream product

• 27975-19-5 isosteviol 
• 30217-41-5 isosteviol methyl ester 
• 100-46-9 benzylamine 

Downstream Products

• 1428535-22-1 (3S,6aS,8aS,9R,12aS,12bS)-methyl 5-benzyl-3,9,12a-trimethyl-4-oxotetradecahydro-1H-3,6amethanonaphtho[2,1-c]azocine-9-carboxylate 
• 1428535-20-9 (3S,6aR,8aS,9R,12aS,12bR)-methyl 4-benzyl-3,9,12a-trimethyl-5-oxotetradecahydro-1H-3,6a-methanonaphtho[2,1-d]azocine-9-carboxylate 

Relevant academic research and scientific papers

Synthesis of skeletally diverse and stereochemically complex library templates derived from isosteviol and steviol

We have applied a diversity-oriented approach for the synthesis of skeletally diverse and stereochemically complex templates for small-molecule library production by performing Beckmann rearrangement and Beckmann fragmentation reactions on the bicyclo[3.2.1]octane rings of steviol and isosteviol, aglycones derived from the diterpene natural product stevioside. The optimization of these two reaction pathways is presented along with the successful application of a photo-Beckmann rearrangement. This work also led to the discovery of cyano-Prins-type and Thorpe-Ziegler-type cyclization reactions.