73397-38-3

Upstream product

• 79405-59-7 ethyl 11-cyano-4,9-diaza-3-phenyl-2-undecenoate 
• 4748-73-6 N-(cyanoethyl)-1,4-diaminobutane 
• 73453-98-2 1-(4-aminobutyl)-1,2,3,4,5,6-hexahydropyrimidine 
• 73397-40-7 (Z)-3-Phenyl-3-[4-(tetrahydro-pyrimidin-1-yl)-butylamino]-acrylic acid ethyl ester 
• 124-20-9 N-(3-aminopropyl)-1,4-diaminobutane 
• 536-74-3 phenylacetylene 
• 73397-41-8 (Z)-3-[4-(3-Amino-propylamino)-butylamino]-3-phenyl-acrylic acid ethyl ester 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 110-60-1 1,4-diaminobutane 
• 107-13-1 acrylonitrile 
• 2216-94-6 phenylpropynoic acid ethyl ester 

Downstream Products

• 73397-37-2 3-[4-(3-Amino-propylamino)-butylamino]-3-phenyl-propionatetetrabutyl-ammonium; 
• 73397-35-0 2-phenyl-1,5,9-triazacyclotridecan-4-one 
• 73465-25-5 (+/-)-celabenzine 
• 79435-41-9 (+/-)-celafurine 
• 79435-40-8 (+/-)-celallocinnine 
• 73465-24-4 (+/-)-celacinnine 
• 79435-39-5 N-acetyl-(+/-)-celacinnine 

Relevant academic research and scientific papers

Total Synthesis of (+/-)-Celacinnine, (+/-)-Celallocinnine, (+/-)-Celafurine, and (+/-)-Celabenzine

The total synthesis of spermidine alkaloids, (+/-)-celacinnine (2), (+/-)-celallocinnine (3), (+/-)-celafurine (4), and (+/-)-celabenzine (5), is described.The use of boron-templated cyclization within the context of constructing macrolactam has been explored, and the combination of triamino ester with tris(dimethylamino)borane is found to be highly efficient.The present cyclization in addition to the refinement of each step produces macrocyclic spermidine alkaloids, 2, 4, and 5, by a five-step sequence in ca. 41percent overall yield starting from 1,4-diaminobutane.Irradiation of 2 affords 3 in 50percent yield.

Chemistry of Naturally Occuring Polyamines. 1. Total Synthesis of Celacinnine, Celabenzine, and Maytenine

New methods for the selective functionalization of spermidine and other naturally occurring polyamines have been employed in highly convergent total syntheses of the title compounds.