76740-22-2

Basic information

• Product Name: (+)-N,N'-Bis<(R)-1-phenylethyl>-1,2-ethylendiamin
• Synonyms: (+)-N,N'-Bis<(R)-1-phenylethyl>-1,2-ethylendiamin
• CAS NO: 76740-22-2
• Molecular Weight: 268.402
• Mol File: 76740-22-2.mol
• Article Data: 27

Chemical Properties

• CAS DataBase Reference: (+)-N,N'-Bis<(R)-1-phenylethyl>-1,2-ethylendiamin(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-N,N'-Bis<(R)-1-phenylethyl>-1,2-ethylendiamin(76740-22-2)
• EPA Substance Registry System: (+)-N,N'-Bis<(R)-1-phenylethyl>-1,2-ethylendiamin(76740-22-2)

Safety Data

• Hazardous Substances Data: 76740-22-2(Hazardous Substances Data)

Usage

Description

(+)-N,N'-Bis<(R)-1-phenylethyl>-1,2-ethylendiamin is a chiral compound that consists of two (R)-1-phenylethyl groups attached to a 1,2-ethylendiamine molecule. It is known for its ability to facilitate enantioselective reactions by forming stable complexes with metal catalysts and is commonly used as a chiral ligand in asymmetric catalysis and organic synthesis.

Uses

Used in Asymmetric Catalysis:
(+)-N,N'-Bis<(R)-1-phenylethyl>-1,2-ethylendiamin is used as a chiral ligand for facilitating enantioselective reactions in asymmetric catalysis. Its unique structure and chiral properties enable it to form stable complexes with metal catalysts, leading to the production of enantiomerically pure compounds.
Used in Organic Synthesis:
In the field of organic synthesis, (+)-N,N'-Bis<(R)-1-phenylethyl>-1,2-ethylendiamin is used as a chiral ligand to promote enantioselective reactions, allowing for the synthesis of chiral compounds with high selectivity and purity.
Used in Pharmaceutical Industry:
(+)-N,N'-Bis<(R)-1-phenylethyl>-1,2-ethylendiamin is used in the pharmaceutical industry for the production of chiral drugs and biologically active compounds. Its ability to facilitate enantioselective reactions makes it a valuable tool in the synthesis of enantiomerically pure pharmaceuticals, which is crucial for ensuring the desired therapeutic effects and minimizing potential side effects.
Used in Chemical Research:
Due to its unique structure and chiral properties, (+)-N,N'-Bis<(R)-1-phenylethyl>-1,2-ethylendiamin has found widespread applications in chemical research. It is used as a chiral ligand in various research projects to explore enantioselective reactions and develop new methods for the synthesis of enantiomerically pure compounds.

Upstream product

• 129171-89-7 1,4-bis<(R)-α-methylbenzyl>-1,4-diaza-1,3-butadiene 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 138812-17-6 N,N'-bis<(S)-1-phenylethyl>ethanediimine 
• 106-93-4 ethylene dibromide 
• 107-06-2 1,2-dichloro-ethane 
• 31616-26-9 N,N'-Bis-((R)-1-phenyl-ethyl)-oxalamide 
• 98-84-0 D(+)-α-methylbenzylamine 
• 98-86-2 acetophenone 
• 107-15-3 ethylenediamine 

Downstream Products

• 76695-20-0 3-Ethyl-1,5-bis-(1-phenyl-ethyl)-[1,5,3]diazaphosphepane 
• 76695-19-7 3-Cyclohexyl-1,5-bis-(1-phenyl-ethyl)-[1,5,3]diazaphosphepane 
• 1449218-80-7 1,3-bis((R)-1-phenylethyl)-1,3,2-diazaphospholidine 2-oxide 
• 171514-21-9 1,3-bis((S)-1-phenylethyl)-1,3,2-diazaphospholidine 2-oxide 
• 1353578-83-2 N-(1,3-bis((S)-1-phenylethyl)-2-sulfanylene-1,3,2-diazaphospholidin-2-yl)-N-methylmethanamine 
• 1215176-58-1 C₃₂H₃₄N₄S₂ 
• 1215176-55-8 C₃₄H₃₈N₄S₂ 
• 1215176-50-3 C₃₆H₄₂N₄S₂ 
• 1130601-53-4 1,3-bis((S)-1-phenylethyl)imidazolidin-2-imine 

Relevant articles and documents

Copper-Catalyzed Propargylation of Nitroalkanes

Using a commercially available, inexpensive, and abundant copper catalyst system, an efficient α-functionalization of nitroalkanes with propargyl bromides is now established. This mild and robust method is highly functional group tolerant and provides straightforward access to complex secondary and tertiary homopropargylic nitroalkanes. Moreover, the utility of these α-propargylated nitroalkanes is demonstrated through downstream functionalization to biologically relevant, five-membered N-heterocycles such as pyrroles and 2-pyrrolines.

Enantioselective Ni-Al Bimetallic Catalyzed exo -Selective C-H Cyclization of Imidazoles with Alkenes

A Ni-Al bimetallic catalyzed enantioselective C-H exo-selective cyclization of imidazoles with alkenes has been developed. A series of bi- or polycyclic imidazoles with β-stereocenter were obtained in up to 98% yield and >99% ee. The bifunctional SPO ligand-promoted bimetallic catalysis proved to be critical to this challenging stereocontrol.

Synthesis, structure, and reaction of chiral 2-azidoimidazolinium salts: (7aS)-3-azido-5,6,7,7a-tetrahydro-2-[(1R)-1-phenylethyl]-1H-pyrrolo[1,2-c]imidazolium hexafluorophosphate and 2-azido-1,3-bis[(S)-1-phenylethyl]imidazolinium hexafluorophosphate

Two chiral 2-azidoimidazolinium salts [(7aS)-3-azido-5,6,7,7a-tetrahydro-2-[(1R)-1-phenylethyl]-1H-pyrrolo[1,2-c]imidazolium hexafluorophosphate (2) and 2-azido-1,3-bis[(S)-1-phenylethyl]imidazolinium hexafluorophosphate (3)] were synthesized, and their structures were determined by X-ray single crystal structural analysis. Migratory amidation reaction of enol silyl ether with 3 proceeded, but good diastereoselectivity was not observed in the reaction.