256648-00-7

Upstream product

• 85031-59-0 dihydroartemisinic acid 
• 87391-99-9 2-(4,7-dimethyl-(1α-H),2,3,(4β-H),(4aα-H),5,6,(8aα-H)-octahydronaphthalen-1-yl)propionic acid methyl ester 
• 128386-57-2 (R)-2-((1R,4R,4aS,8aS)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl)propan-1-ol 
• 98-59-9 p-toluenesulfonyl chloride 

Relevant academic research and scientific papers

Biomimetic synthesis of arteannuin H and the 3,2- rearrangement of allylic hydroperoxides

The acyl endoperoxide arteannuin H, recently reported as a novel natural product from Artemisia annua, has been obtained in two steps from the photooxidation of dihydroartemisinic acid, thereby confirming biogenetic speculation regarding its derivation from a secondary allylic hydroperoxide. The little studied 3,2-rearrangement reaction of such allylic hydroperoxides is also discussed.

Synthesis of amorpha-4,11-diene from dihydroartemisinic acid

Amorphadiene is a natural product involved in the biosynthesis of the antimalarial drug artemisinin. A convenient four-step synthesis of amorphadiene, starting from commercially available dihydroartemisinic acid, is reported. The targeted molecule is isolated with an overall yield of 85% on a multi-gram scale in four steps with only one chromatography.