223505-12-2

Basic information

• Product Name: 2-Azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid, 2-[(1S)-1-phenylethyl]-, ethyl ester, (1R,3R,4S)-
• CAS NO: 223505-12-2
• Molecular Formula: C17H21NO2
• Molecular Weight: 271.359
• Mol File: 223505-12-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-Azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid, 2-[(1S)-1-phenylethyl]-, ethyl ester, (1R,3R,4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid, 2-[(1S)-1-phenylethyl]-, ethyl ester, (1R,3R,4S)-(223505-12-2)
• EPA Substance Registry System: 2-Azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid, 2-[(1S)-1-phenylethyl]-, ethyl ester, (1R,3R,4S)-(223505-12-2)

Safety Data

• Hazardous Substances Data: 223505-12-2(Hazardous Substances Data)

Upstream product

• 2627-86-3 (S)-1-phenyl-ethylamine 
• 542-92-7 cyclopenta-1,3-diene 
• 37662-06-9 ethyl <(S)-1-phenylethyl>iminoethanoate 
• 924-44-7 glyoxylic acid ethyl ester 
• 82637-15-8 (S)-N-(1-phenylethyl)diphenylphosphinamide 
• 98837-46-8 N-benzylidenediphenylphosphinamide 

Downstream Products

• 223473-31-2 (2R)-cyclopentyl glycine ethyl ester 
• 223473-32-3 (1S,3R,4R)-2-<(1S)-phenylethyl>-2-aza-bicyclo<2.2.1>heptane-3-carboxylic acid ethyl ester 
• 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 
• 1394910-37-2 (1S,4S,5R)-2-[(S)-1-phenylethyl]-4-chloro-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 articles and documents

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

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

Enantioselective Addition of Dialkylzinc Reagents to N-(Diphenylphosphinoyl) Imines Promoted by 2-Azanorbornylmethanols

A set of new β-amino alcohols 2, with the 2-azanorbornyl framework, has been prepared and evaluated as promoters for the enantioselective addition of dialkylzinc reagents to N-(diphenylphosphinoyl) imines 1. By variation of the substitution pattern in the ligand, ee's up to 92% could be obtained. Although a stoichiometric amount of the ligand was used, about 90% of it could be recovered during the workup. Amino alcohol 2b, that gave the best enantioselectivities in the stoichiometric reaction, was also applied in a catalytic process, and ee's up to 85% were achieved using 0.25 equiv of the ligand, which is the highest ee obtained so far using that catalytic amount of the ligand. Addition products 3 could be converted into the free amines 4 without racemization by acidic hydrolysis. The utility of ligands 2 as catalysts in the addition of diethylzinc to benzaldehyde has also been investigated, and ee's up to 75% were achieved.