84466-85-3

Usage

Uses

Used in Research and Development:
(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine is used as a research tool for studying the central nervous system due to its stimulant and psychoactive properties. It helps researchers understand the mechanisms of action and potential therapeutic applications of nicotinic acetylcholine receptor agonists.
Used in Pharmaceutical Synthesis:
(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique chemical structure and biological activity make it a valuable component in the development of new drugs targeting the nicotinic acetylcholine receptor.
Used in Agrochemical Synthesis:
(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine is also utilized in the synthesis of agrochemicals, particularly those targeting pest control. Its potent agonist activity on the nicotinic acetylcholine receptor can be harnessed to develop effective and environmentally friendly pest management solutions.
Used as a Reference Standard:
In pharmacological studies, (S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine serves as a reference standard for comparing the potency and efficacy of other compounds with similar mechanisms of action. This helps researchers and pharmaceutical companies to develop safer and more effective drugs.

InChI:InChI=1/C11H22N2/c1-12-7-5-6-11(12)10-13-8-3-2-4-9-13/h11H,2-10H2,1H3/t11-/m0/s1

Upstream product

• 110-89-4 piperidine 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 147-85-3 L-proline 
• 118916-60-2 (2R,5S)-2-trichloromethyl-1-aza-3-oxabicyclo[3.3.0]octan-4-one 

Relevant academic research and scientific papers

Synthesis of chiral diamines using novel 2-trichloromethyloxazolidin-4-one precursors derived from 5-oxo-proline and proline

Efficient syntheses of chiral vicinal diamines derived from (S)-oxo-proline and (S)-proline are described. The novel diastereomerically pure precursor (2R,5S)-2-trichloromethyl-1-aza-3-oxabicyclo-[3.3.0]-octan-4,8-dione 3 and its enantiomer are readily available by reaction of the inexpensive enantiomers of 5-oxo-proline with chloral. Compound 3 reacts with primary and secondary amines to afford the 5-oxo-prolylamides 4 in quantitative yield. In contrast, the (S)-proline-derived precursor (2R,5S)-2-trichloromethyl-1-aza-3-oxabicyclo[3.3.0]octan-4-one 6 gave (S)-N-formylprolylamides 9 and/or (S)-prolylamides 8 depending on the reaction conditions. Upon reduction with LiAlH4, amides 4 and 9 afforded the proline-derived (S)-2-(alkylaminomethyl)pyrrolidines 1 and (S)-N-methyl-2-(alkylaminomethyl)-pyrrolidines 5 in 70-90% yields.

SYNTHETIC CONTROL LEADING TO CHIRAL COMPOUNDS

A highly diastereoselective cross aldol reaction is developed using divalent tin enolates formed from stannous trifluoromethanesulfonate and carbonyl compounds.The reaction is extended to a highly enantioselective cross aldol reaction employing chiral dia

HIGHLY ENANTIOSELECTIVE ALDOL-TYPE REACTION OF 3-ACETYLTHIAZOLIDINE-2-THIONE WITH ACHIRAL ALDEHYDES

A highly enantioselective aldol-type reaction forming various β-hydroxy carbonyl compounds from 3-acetylthiazolidine-2-thione and achiral aldehydes is achieved via divalent tin enolate employing chiral diamine derived from (S)-proline as a ligand.