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worldwide and grows in the forest, shrubbery, and roadside at an altitude of 300-2700 m. It grows for 8-15
years but has a very low HA content. One ton of dried plant yields 70-90 g of HA. CH3 CH3 H2N N O NH2 MeO H MeO N O
Huperzine A (HA) Donepezil Tacrine N
Ph Two Current Alzheimers Treatments Clubmoss Clearly a laboratory synthesis would be desirable. Today we will learn about the first synthesis of racemic HA in
1989. Starting from a β-ketoester, it is possible to make racemic HA in only 19 steps. CH3
H3C O CH3
( ± ) - HA 19 steps
OEt H2N N H
O Name ____________________________________________ The Total Synthesis of Huperzine A (HA)
Xia, Yan; Kozikowski, Alan, A Practical Synthesis of the Chinese “Nootropic” Agent Huperzine A: A Possible
Lead in the Treatment of Alzheimer ’s Disease, J. Am. Chem. Soc. 1989, 111, 4116-4117. QUESTION #8 Q...
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This test prep was uploaded on 03/21/2014 for the course CHEM 222 taught by Professor Mcdonald during the Spring '08 term at Emory.
- Spring '08