116558-83-9

Upstream product

• 1258206-78-8 8-azidopentadecan-5-one 
• 68216-52-4 2-nitrohex-1-ene 
• 821-55-6 2-Nonanone 
• 123993-59-9 (E,E)-5,7-pentadecadiene 
• 16644-98-7 (E)-1-iodohexene 
• 3452-09-3 1-nonyne 
• 116454-77-4 2-heptyl-3,4-dihydro-5-thyiomethyl-2H-Pyrrol 
• 116454-71-8 5-<3',3'-(ethylenedithio)heptyl>pyrrolidin-2-one 
• 116454-69-4 5-(3'-oxoheptyl)pyrrolidin-2-one 
• 116454-75-2 5-heptylpyrrolidine-2-thione 
• 2405-92-7 pyrrolidin-2-one, 5-heptyl- 
• 18356-28-0 tetrahydro-pyrrolizin-3,5-dione 
• 116558-82-8 5-butyl-2-heptyl-3,4-dihydro-2H-pyrrol 
• 123994-01-4 cis-N-(p-tolylsulfonyl)-2-heptyl-5-butylpyrrolidine 

Relevant academic research and scientific papers

Efficient carboazidation of alkenes using a radical desulfonylative azide transfer process

The radical-mediated carboazidation of terminal alkenes using electrophilic alkanesulfonyl azides is reported. A single reagent delivers the necessary electrophilic alkyl radical as well as the azido group, and good yields are obtained by using a moderate excess of the carboazidating reagent (1.5-2 equiv). Interestingly, in addition to the starting sulfonyl azide, this method requires only the use of a radical initiator, di-tert-butyldiazene. In terms of atom economy, this azide transfer reaction is close to ideal, as SO2 (1 equiv) is the only side product. The synthetic potential of this process has been demonstrated by a formal synthesis of the alkaloid lepadiformine C.

(2R-trans)-2-Butyl-5-heptylpyrrolidine as a potent sigma receptor ligand produced by Streptomyces longispororuber

A potent sigma (σ) receptor ligand was isolated from the culture broth of Streptomyces longispororuber 525. The active compound was identified to be (2R-trans)-2-butyl-5-heptylpyrrolidine by spectroscopic and chemical studies. The compound exhibited high affinity and selectivity for σ receptors. The IC50 values toward σ1, σ2 and dopamine D2 receptors were 2.0, 22.7 and more than 40,000 nM, respectively. Its (2S-trans)- and (±)-cis-isomers, both synthesized, were also found to be high affinity σ ligands.

A Stereocontrolled Organopalladium Route to 2,5-Disubstituted Pyrrolidine Derivatives. Application to the Synthesis of a Venom Alkaloid of the Ant Species Monomorium latinode

A general method for the preparation of cis- and trans-2,5-disubstituted pyrrolidines from conjugated dienes has been developed.The approach involves a stereocontrolled syn- or anti-1,4-addition of an amino and an oxygen function to the diene via palladiu

Acyl Nitronates in Organic Synthesis. An Expeditious Synthesis of 2,5-Dialkylpyrrolidines and 2,5-Dialkylpyrrolines Including Ant Venom Alkaloids

Acetyl nitronates (acetic nitronic anhydrides), readily obtainable from ketones and nitroalkenes, have been demonstrated to serve as potentially useful intermediates for the synthesis of 2,5-dialkylpyrrolidines and 2,5-dialkylpyrrolines, and a short-step synthesis of some ant venom alkaloids has been accomplished via these acetyl nitronates.