219794-79-3

Usage

Uses

Used in Pharmaceutical Industry:
(2S,4S,5R)-2-HYDROXYMETHYL-5-ETHYLQUINUCLIDINE is used as a compound with potential pharmaceutical applications due to its unique structure and potential biological activity. Its specific configuration and functional groups may allow for interactions with biological targets, making it a candidate for drug development.
Further research and testing are necessary to explore its full potential in the pharmaceutical industry, including its possible use as a therapeutic agent, a building block for more complex molecules, or a tool in the study of biological processes.

InChI:InChI=1/C10H19NO/c1-2-8-6-11-4-3-9(8)5-10(11)7-12/h8-10,12H,2-7H2,1H3/t8-,9-,10-/m0/s1

Upstream product

• 207129-36-0 [(2S,4S,5R)-2-hydroxymethyl-5-vinyl-2-quinuclidine] 

Relevant academic research and scientific papers

New P,N ligands with chiral nitrogen center: Applications in homogeneous catalysis

In order to perform homogeneous asymmetric hydroformylation, hydrosilylation and Grignard cross-coupling reaction, we have developed a new family of P,N ligands derived from quincorine and quincoridine.

Grignard cross-coupling catalyzed by chiral phosphino-quincorine and phosphino-quincoridine derivatives

New β-aminoalkylphosphines with a stereogenic nitrogen center have been synthesized from quincorine and quincoridine. Nickel catalysts were studied for their enantioselectivity in the asymmetric Kumada-Corriu reaction. The (2S,4S,5R)-2-diphenylphosphinomethyl-5-ethyl-quinuclidine-nickel complex led to e.e. of 85% for the cross-coupling of l-phenylethyl-magnesium chloride with vinyl bromide.

Cinchona alkaloid derived ligands in catalytic asymmetric transfer hydrogenation

A collection of chiral quinuclidine ligands, derived from the Cinchona alkaloids quinine and quinidine, has been evaluated in the catalytic asymmetric transfer hydrogenation of aromatic ketones. It was fond that [IrCl(COD)] 2 complexes of the d

Synthesis of 10,11-didehydro- and 10,11-dihydro-quincorine and of the quincoridine analogs: Functionalized and enantiopure 1-azabicyclo[2.2.2]- octanes with four stereogenic centers

The convenient synthesis of 10,11-didehydro-QCI (2) and of 10,11- didehydro-QCD (4) as well as 10,11-dihydro-QCI (5) and 10,11-dihydro-QCD (6) is described. Conversion of the olefinic double bond of Quincorine 1 and Quincoridine 3 into the corresponding alkynes 2 and 4 involves twofold dehydrobromination, and an important application of the solid KOH/aliquat 336 system in the key step. The structure of didehydro-QCI (2) has been elucidated by X-ray crystal diffraction. The new alkynes 2 and 4 are more polar and more basic than QCI and QCD, respectively.