274676-70-9

Upstream product

• 59983-39-0 (S)-1-amino-2-(methoxymethyl)pyrrolidine 
• 274676-69-6 (2R,11Z)-1-Benzyl-2-{[11-(1,3-dioxalane)-2-yl]undec-1-enyl}pyrrolidine 
• 154839-51-7 2-(10-bromodecyl)-1,3-dioxolane 
• 70326-40-8 11-bromoundecan-1-al 
• 1611-56-9 1-Bromo-11-hydroxyundecane 

Downstream Products

• 274676-71-0 (2R)-[(12Z)-13-(2R)-(1-Benzylpyrrolidin-2-yl)tridec-12-en-2-yl]-(2S)-(2-methoxymethylpyrrolidin-1-yl)amine 

Relevant academic research and scientific papers

Efficient synthesis of (2S,12'R)-2-(12'-aminotridecyl)pyrrolidine: A defense alkaloid of the Mexican bean beetle

The synthesis of (2S,12'R)-2-(12'-aminotridecyl)pyrrolidine [(S,R)-8], a defense alkaloid of the Mexican bean beetle Epilachna varivestis starting from (R)-proline is described. The second stereogenic center is generated by nucleophilic 1,2-addition of methyllithium to an aldehyde-SAMP-hydrazone, followed by reductive N-N bond cleavage. The product is obtained in good yield and high enantiomeric and diastereomeric purity.