203571-41-9

Upstream product

• 54429-62-8 (E)-3-(3,4-bis(benzyloxy)phenyl)acrylic acid 
• 71038-25-0 methyl (E)-3-(3,4-bis(benzyloxy)phenyl)acrylate 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 203571-40-8 3-(3,4-bis-benzyloxy-phenyl)-acrylic acid ethyl ester 
• 100-44-7 benzyl chloride 
• 5447-02-9 3,4-dibenzyloxybenzaldehyde 

Downstream Products

• 75288-96-9 kukoamine A 
• 334513-12-1 N-(4-{benzyl-[3-(3,4-bis-benzyloxy-phenyl)-acryloyl]-amino}-butyl)-3-(3,4-bis-benzyloxy-phenyl)-N-[3-(trityl-amino)-propyl]-acrylamide 
• 334513-15-4 3-(3,4-bis-benzyloxy-phenyl)-N-{4-[3-(3,4-bis-benzyloxy-phenyl)-acryloylamino]-butyl}-N-[3-(trityl-amino)-propyl]-acrylamide 
• 334513-11-0 3-(3,4-bis-benzyloxy-phenyl)-N-{3-[3-(3,4-bis-benzyloxy-phenyl)-acryloylamino]-propyl}-N-(4-dibenzylamino-butyl)-acrylamide 
• 203571-43-1 (E)-3-(3,4-Bis-benzyloxy-phenyl)-acrylic acid 1-benzyloxycarbonyl-2-(3,4-bis-benzyloxy-phenyl)-ethyl ester 
• 164991-67-7 N¹,N⁹-bis(dihydrocaffeoyl)spermine 
• 203798-85-0 (E)-3-(3,4-Bis-benzyloxy-phenyl)-acrylic acid (R)-2-(3,4-bis-benzyloxy-phenyl)-1-methoxycarbonyl-ethyl ester 
• 203798-83-8 (E)-3-(3,4-Bis-benzyloxy-phenyl)-acrylic acid (S)-2-(3,4-bis-benzyloxy-phenyl)-1-methoxycarbonyl-ethyl ester 
• 203571-42-0 (E)-3-(3,4-Bis-benzyloxy-phenyl)-acrylic acid 2-(3,4-bis-benzyloxy-phenyl)-1-methoxycarbonyl-ethyl ester 

Relevant academic research and scientific papers

Discovery of a novel lead structure for anti-malarials

From a library of 61 compounds available from former studies, 2,5-bis-acylaminobenzophenone 1 was identified as a lead structure for a novel class of anti-malaria agents active against multi-resistant Plasmodium falciparum strain Dd2. Some structural modifications of this initial lead demonstrated the potential for further improvement of the anti-plasmodial activity of this novel class of anti-malarials. Copyright

Simple fragment syntheses of all four isomers of the spermine alkaloid kukoamine

All four isomers of the spermine alkaloid kukoamine were unambiguously prepared through diacylation with O,O'-dibenzylcasseyl chloride of suitably protected (benzyl and/or trityl groups) spermine derivatives, assembled on solid and/or in liquid phase using β-alanine and γ-aminobutyric acid, followed by simultaneous N- and O- deprotection and double bond reduction using catalytic hydrogenation.

Synthesis of (±)-Rosmarinic Acid Methylester

Regioselective cleavage of the glycidic ester 3 by BF3/ether to pyruvic acid ester 4 followed by NaBH4 reduction affords the lactic acid derivative 5a which in turn can be acylated by caffeoyl chloride 8c to yield the O-protected rosmarinic acid ester 9a. Alternatively, 9a can be prepared by acylation of 5a with diethylphosphono acetyl chloride (6c) thus generating the Wadsworth-Emmons reagent 7a which is subsequently reacted with the aldehyde 1a. The analogous reaction using the silyl protected educts 7d and 1b failed to give 9d. Finally, 9a is debenzylated by BCl3 furnishing the title compound 10a in fair total yield.