184094-67-5

Upstream product

• 184094-66-4 (R)-2-((S)-1,2-Dihydroxy-ethyl)-4-oxo-1,5,9-triaza-cyclotridecane-1,5,9-tricarboxylic acid 1-benzyl ester 5,9-di-tert-butyl ester 
• 184094-60-8 (2R)-4-((4'S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1,5-diazacyclononan-2-one 
• 184094-57-3 (9R)-9-((4'S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1,6-diazabicyclo[4.3.0]nonan-7-one 
• 184094-62-0 (4R)-1-(3'-aminopropyl)-4-((4'S)-2,2-dimethyl-1,3-dioxolan-4-yl)-1,5-diazacyclononan-2-one 
• 184094-63-1 (2R)-2-((4'S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1,5,9-triazacyclotridecan-4-one 
• 184094-61-9 (4R)-1-(2'-cyanoethyl)-4-((4'S)-2,2-dimethyl-1,3-dioxolan-4-yl)-1,5-diazacyclononan-2-one 
• 184094-64-2 (R)-8-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-oxo-1,5,9-triaza-cyclotridecane-1,5-dicarboxylic acid di-tert-butyl ester 
• 184094-65-3 (R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-oxo-1,5,9-triaza-cyclotridecane-1,5,9-tricarboxylic acid 1-benzyl ester 5,9-di-tert-butyl ester 

Relevant academic research and scientific papers

Total syntheses of natural occurring spermidine alkaloids: (+)-(2S)-Dihydrormyricoidine and (+)-(2S)-myricoidine

The spermidine alkaloids (+)-(2S)-dihydromyricoidine (5) and (+)-(2S)-myricoidine (4) were synthesized under asymmetric conditions. The synthetic compounds 4 and 5 were found to have positive [α](D)21 values in both cases, which agrees with those of the natural alkaloids. Therefore the absolute configuration of the natural products are (2S)-configurated and not (2R)- as reported in the literature.

166. Total synthesis of (-)-(2R)-dihydromyricoidine

An asymmetric synthesis of the spermidine alkaloid (-)-(2R)-dihydromyricoidine (5) was performed by employing two ring-enlargement reactions. The chiral center was introduced by a diastereoselective Michael addition of perhydropyridazine (7) to the α,β-un