123435-97-2

Upstream product

• 67-56-1 methanol 
• 50-00-0 formaldehyd 
• 3424-43-9 ethyl 2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate 
• 74-88-4 methyl iodide 
• 120685-98-5 1',5',7',8'-tetrahydro-1'-(phenylmethyl)spiro<1,3-dioxolane-2,6'(2'H)-quinolin>-2'-one 
• 57440-57-0 1-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)pyrrolidine 
• 186958-45-2 3-(3-Carboxymethyl-6-methoxy-pyridin-2-yl)-propionic acid methyl ester 
• 186958-44-1 6-(3-butenyl)-2-methoxy-5-(2-propenyl)pyridine 
• 1026427-81-5 3-(3-carboxymethyl-6-methoxy-pyridin-2-yl)-propionic acid 
• 283612-40-8 2-methoxy-5-(3-methyl-2-butenyl)-6-(4-methyl-3-pentenyl)-pyridine 
• 283612-39-5 5-bromo-2-methoxy-6-(4-methyl-3-pentenyl)pyridine 
• 126717-59-7 3-bromo-6-methoxy-2-methylpyridine 
• 63071-03-4 2-methoxy-6-methyl-pyridine 
• 3279-76-3 6-hydroxy-2-methylpyridine 

Downstream Products

• 258522-24-6 5,6,7,8-tetrahydro-2-methoxy-6-oxo-5-quinolinecarboxylic acid, (1R,2S)-2-phenylcyclohexyl ester 
• 258522-29-1 (5S)-11-ethylidene-7,8,9,10-tetrahydro-2-methoxy-7-methylene-5,9-methanocycloocta[b]pyridine-5(6H)-carboxylic acid, (1R,2S)-2-phenylcyclohexyl ester 
• 120786-18-7 (+/-)-huperzine 
• 116-28-9 (-)-huperzine A 

Relevant academic research and scientific papers

New straightforward route to an Huperzine A synthetic intermediate

A five step sequence of reactions afforded in high yield the tetrahydroquinoline derivative 3, a key intermediate in Huperzine A synthesis.

A formal synthesis of (+)-Huperzine A

A new formal stereoselective synthesis of (+)-Huperzine A (1) was achieved using as a key step a palladium mediated annulation between 2- methylene-1,3-propanediol diacetate and (1R,2S)-2-phenylcyclohexanol derived β-ketoester 2c. (C) 2000 Elsevier Science Ltd.

Development of a large-scale synthetic route to manufacture (-)-huperzine A

A safe, practical and scalable process for manufacture of (-)-huperzine A has been developed and scaled up to manufacture several hundred grams of (-)-huperzine A with chemical and optical purity of >99%. The process consists of 11 chemical stages starting from commercially available materials with only nine isolation steps and no chromatography purification. This process provides a reliable and cost-effective source of synthetic (-)-huperzine A and its derivatives for pharmaceutical and nutraceutical markets.

Racemic huperzine A

The present invention relates to racemic huperzine A, a pharmaceutical composition comprising huperzine A, its use as a medicament and for the manufacture of a medicament for the inhibition of the cholesterase enzymes in a mammal.

Synthesis of a hybrid analog of the acetylcholinesterase inhibitors huperzine A and huperzine B

The synthesis of a new hybrid analog of the acetylcholinesterase (AChE) inhibitors huperzine A and B is reported. An intramolecular reductive dicarbonyl coupling was used as a key reaction for constructing the tetracyclic ring system.

Studies on Molecular Modification of Novel Constituents of Chinese Medicinal Plants

Several novel active principles have been isolated and identified from Chinese herbs in the Shanghai Institute of Materia Medica. The syntheses of huperzine A and edulinine are described here. Numerous new compounds have been synthesized by modification of the structures of the natural constituents. Pharmacological examinations showed that some of such compounds were biologically active.