223473-32-3

Upstream product

• 223505-12-2 (1R,3R,4S)-2-<(1S)-phenylethyl>-2-aza-bicyclo<2.2.1>hept-5-ene-3-carboxylic acid ethyl ester 
• 37662-06-9 ethyl <(S)-1-phenylethyl>iminoethanoate 
• 542-92-7 cyclopenta-1,3-diene 
• 2627-86-3 (S)-1-phenyl-ethylamine 

Downstream Products

• 1394910-32-7 (1S,4S,5R)-2-[(S)-1-phenylethyl]-4-phenylsulfanyl-2-azabicyclo[3.2.1]octane 
• 1394910-33-8 (1S,4S,5R)-2-[(S)-1-phenylethyl]-4-phenylselanyl-2-azabicyclo[3.2.1]octane 
• 1394910-35-0 (1S,4S,5R)-2-[(S)-1-phenylethyl]-4-azido-2-azabicyclo[3.2.1]octane 
• 1394910-36-1 (1S,4S,5R)-2-[(S)-1-phenylethyl]-4-(4-nitrobenzoyloxy)-2-azabicyclo[3.2.1]octane 
• 1394910-38-3 (1S,4S,5R)-2-[(S)-1-phenylethyl]-4-methoxy-2-azabicyclo[3.2.1]octane 
• 1394910-39-4 (1S,4S,5R)-2-[(S)-1-phenylethyl]-4-ethoxy-2-azabicyclo[3.2.1]octane 
• 1394910-45-2 (1S,3R,4R)-2-[(S)-1-phenylethyl]-3-(4-nitrobenzoyloxy)methyl-2-azabicyclo[2.2.1]heptane 
• 1394910-40-7 (1S,4S,5R)-2-[(S)-1-phenylethyl]-4-amino-2-azabicyclo[3.2.1]octane 
• 1394910-41-8 N-((1S,4S,5R)-2-((S)-1-phenylethyl)-2-azabicyclo[3.2.1]octan-4-yl)pyrrolidine-2-carboxamide 
• 1394910-42-9 (1S,4R,5R)-2-[(S)-1-phenylethyl]-4-phenylsulfanyl-2-azabicyclo[3.2.1]octane 
• 1394910-44-1 (1S,4S,5R)-2-[(S)-1-phenylethyl]-4-[(S)-phenylsulfinyl]-2-azabicyclo[3.2.1]octane 

Relevant academic research and scientific papers

2-Azanorbornane-Based Amino Alcohol Organocatalysts for Asymmetric Michael Reaction of β-Keto Esters with Nitroolefins

New optically active 2-azanorbornane-based amino alcohol organocatalysts were designed and synthesized, and these catalysts were successfully employed in the asymmetric Michael reaction of β-keto esters with nitroolefins to obtain the corresponding chiral

An enantiopure diselenide based on a chiral bicyclic backbone—synthesis and configuration assignment

An enantiomerically pure diselenide containing two chiral bicyclic subunits was prepared from the respective halides. The stereochemical outcome of the reaction was established via NMR spectroscopy and X-ray diffraction measurements.

Synthesis, structure and antiproliferative activity of chiral polyamines based on a 2-azanorbornane skeleton

A series of enantiopure 2-azanorbornane-based amines were prepared via a stereoselective aza-Diels–Alder reaction and further modifications of the obtained cycloadduct. In particular, derivatives containing two bicyclic moieties linked by [Formula presented] fragments were synthesized. Two dimeric derivatives exhibited a significant antiproliferative activity against selected cell lines, comparable to cisplatin in certain cases.

Novel chiral bridged azepanes: Stereoselective ring expansion of 2-azanorbornan-3-yl methanols

The reaction of 2-azanorbornan-3-yl methanols under Mitsunobu or mesylation conditions with various nucleophiles led to a series of chiral-bridged azepanes with configuration at C-4 dependent on the configuration of the starting alcohol. High yielding, st

New 2-azanorbornyl derivatives: Chiral (N,N)-donating ligands for asymmetric catalysis

New chiral 2-azanorbornane derivatives were prepared and used as (N,N)-donating ligands in a copper-catalyzed Henry reaction yielding up to 62% ee.

Chelating 2-azanorbornyl derivatives as effective nitrogen-nitrogen and nitrogen-chalcogen donating ligands in palladium-catalyzed asymmetric allylic alkylation

New chiral 2-azanorbornane derivatives were prepared and used as (N,S)-, (N,Se)-, and (N,N)-donating ligands in a palladium-catalyzed asymmetric allylic alkylation, giving up to 95% ee and 92% yield.

AZABICYCLO COMPOUND, MATRIX METALLOPROTEASE INHIBITOR, AND SKIN PREPARATION

An azabicyclo compound (I) or a salt thereof in accordance with the present invention has an excellent inhibiting action on matrix metalloproteases (MMPs) activity, and is useful for pharmaceutical, cosmetic and skin external compositions. wherein R is H,

New expedient route to both enantiomers of nonproteinogenic α-amino acid derivatives from the unsaturated 2-aza-bicyclo moiety

The influence of the reaction conditions on the catalytic hydrogenation of 2-aza-bicyclo hept-5-ene and oct-5-ene derivatives has been investigated. We found it possible to fully control the extent of allylic vs benzylic C-N hydrogenolysis by simple variations of H2 pressure and acidity of the reaction medium. The use of the reaction pathways was demonstrated by the selective preparation of four categories of optically active α-amino acid derivatives. The strategy was also extended to the synthesis of enantiopure α-amino ketones.

A theoretical and experimental study of the asymmetric addition of dialkylzinc to N-(diphenylphosphinoyl)benzalimine

The mechanism of the enantioselective addition of diethylzinc to N-(diphenylphosphinoyl)benzalimine with catalysis by bicyclic 2-azanorbornyl-3-methanols was studied by quantum chemical calculations. The mechanism proved to differ from that of the addition of diethylzinc to aldehydes and also from an earlier proposed mechanism. The results of the calculations were used to identify several factors responsible for the selectivity. The theoretical evaluation was performed in connection with an experimental study of the effects of introducing an additional stereocenter in the ligand. An efficient route to both diastereomers of new bicyclic 2-azanorbornyl-3-methanols with an additional chiral center (the secondary alcohol group) is also presented. In the best case, an enantiomeric excess of up to 97% was obtained with these new ligands.