78178-58-2

Upstream product

• 60525-32-8 ethyl 3-[4-(benzyloxy)-3-methoxyphenyl]-3-oxopropanoate 

Downstream Products

• 78178-74-2 4-benzyloxy-3-methoxy-ω-pyrrolidin-2-ylacetophenone 
• 1835-11-6 4-benzyloxy-3-methoxyacetophenone 
• 84272-48-0 4-hydroxy-3-methoxybenzoylacetic acid 
• 78278-47-4 6-(3-benzyloxy-4-methoxyphenyl)-7-(4-benzyloxy-3-methoxyphenyl)-5-oxo-1,2,3,5,8,8a-hexahydroindolizine 
• 78278-48-5 6-(3-benzyloxy-4-methoxy)-7-(4-benzyloxy-3-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine 
• 78301-26-5 2-(4-benzyloxy-3-methoxyphenacyl)-N-(3-benzyloxy-4-methoxyphenylacetyl)pyrrolidine 
• 78341-35-2 (+/-)-6-(3-hydroxy-4-methoxyphenyl)-7-(4-hydroxy-3-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine 
• 78178-82-2 7-(4-Benzyloxy-3-methoxy-phenyl)-6-(3,4-bis-benzyloxy-phenyl)-2,3,8,8a-tetrahydro-1H-indolizin-5-one 
• 78178-89-9 7-(4-Benzyloxy-3-methoxy-phenyl)-6-(3,4-bis-benzyloxy-phenyl)-1,2,3,5,8,8a-hexahydro-indolizine 
• 78178-79-7 1-(4-Benzyloxy-3-methoxy-phenyl)-2-{1-[2-(3,4-bis-benzyloxy-phenyl)-acetyl]-pyrrolidin-2-yl}-ethanone 
• 78278-42-9 (+/-)-6-(3,4-dihydroxyphenyl)-7-(4-hydroxy-3-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine 
• 498-02-2 1-(3-methoxy-4-hydroxyphenyl)ethanone 
• 62024-33-3 (+/-)-Norruspolinone 
• 67270-82-0 (E)-2-methoxy-4-(2-(pyrrolidin-2-yl)vinyl)phenol 

Relevant academic research and scientific papers

BIOSYNTHESIS OF TYLOPHORINE AND TYLOPHORININE

Administration of 3,4-dihydroxyphenyl(2-(14)C)alanine to young Tylophora asthmatica plants revealed that ring B and carbon atoms C9 and C7' of tylophorine and tylophorinine are derived from dopa.Tracer experiments with 6,7-diphenylhe

Biosynthesis of Phenanthroindolizidine Alkaloids: Incorporation of 2-Pyrrolidin-2-ylacetophenone and Benzoylacetic Acid and Derivatives

2-Pyrrolidin-2-ylacetophenone (12) and its oxygenated derivatives, (13) and (14), bearing 14C and 3H labels are synthesized and are shown to be intact precursors for the phenanthroindolizidine alkaloid, tylophorinine (16), in Tylophora asthmatica; the three amines, singly labelled with tritium, are shown to be precursors for tylophorine (3) and tylophorinidine (17).Benzoylacetic acid (9) and p-hydroxybenzoylacetic acid (10), but not 4-hydroxy-3-methoxybenzoylacetic acid, are also precursors for tylophorinine (16).The results allow partial description of the biosynthetic pathways tophenanthroindolizidine alkaloids.A degradation is described which allowed the location of label in 2-pyrrolidin-2-ylacetophenone, derived from ornithine, to be established.