863643-93-0

Upstream product

• 55803-41-3 N-formyl-2-[3-methoxy-4-(benzyloxy)phenyl]ethylamine 
• 863643-88-3 5-ethyl-4-methyl-1-oxynicotinic acid ethyl ester 
• 863643-84-9 5-ethyl-4-methylnicotinamide 
• 98-88-4 benzoyl chloride 
• 72959-19-4 5-ethyl-4-methylnicotinic acid ethyl ester 
• 1860-56-6 4-benzyloxy-3-methoxy-β-nitrostyrene 
• 15357-92-3 6-methoxy-7-(benzyloxy)-3,4-dihydroisoquinoline 
• 22231-61-4 2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine 
• 68686-61-3 5-ethyl-4-methylnicotinonitrile 
• 57256-43-6 2-benzoyl-7-benzyloxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-carbonitrile 

Relevant academic research and scientific papers

Protoberberines from Reissert- compounds. Part IX [1]. An alternative approach to dibenzoquinolizine- and isoquinonaphthyridin-13a-carboxylic acids, a novel synthesis of alangimarine

3,4-Dihydroisoquinoline-Reissert-compounds were alkylated to 1-benzyl- and 1-picolyl-derivatives, which in turn could selectively be hydrolized yielding various carboxylic acids, among others certain amino acids related to 3′,4′-deoxynorlaudanosoline carboxylic acid (DNLCA). These on treating with ethanolic KOH underwent cyclization to dibenzoquinolizine- and isoquinonaphthyridine-13a-carboxylic acids. Alternatively this cyclization also could be achieved by a more convenient one-pot procedure starting from the same dihydro-Reissert-compounds. Thermal decarboxylation afforded among others the alangia alkaloids alangimarine and dihydroalangimarine. Springer-Verlag 2004.