(1S,2S)-N,N'-Bis(1-naphthalenylmethyl)-1,2-diphenyl-1,2-ethanediamine

Name: (1S,2S)-N,N'-Bis(1-naphthalenylmethyl)-1,2-diphenyl-1,2-ethanediamine
Brand: ChemScene
Availability: InStock
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CAS No. 235104-43-5
Cat. No. CS-0093729
Purity≥98%
MDL No.None

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(1S,2S)-N,N'-Bis(1-naphthalenylmethyl)-1,2-diphenyl-1,2-ethanediamine|CS-0093729

Structure of 235104-43-5

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Description

This chiral diamine features two naphthalenylmethyl groups flanking a central ethanediamine core, delivering enhanced steric and electronic control. The (1S,2S) stereochemistry ensures high enantioselectivity in asymmetric synthesis, particularly in transition metal-catalyzed reactions. Bench-stable and moisture-tolerant, it integrates seamlessly into catalytic systems requiring precise spatial orientation and robust ligand performance.

Application

(1S,2S)-N,N'-Bis(1-naphthalenylmethyl)-1,2-diphenyl-1,2-ethanediamine serves as a chiral diamine ligand in transition metal-catalyzed asymmetric synthesis, enabling high enantioselectivity in reactions such as allylic alkylation and hydrogenation. Its rigid, bulky architecture provides excellent stereocontrol, while the naphthyl and phenyl groups enhance stability and solubility. The compound exhibits robust bench stability and facilitates straightforward purification, making it well-suited for reproducible laboratory-scale applications in catalytic asymmetric transformations.

General Information

CAS No. 235104-43-5
Cat. No. CS-0093729
Purity ≥98%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₆H₃₂N₂
Molecular Weight 492.65
Synonym(s) 1S,2S-N,N'-bis(1-naphthalenylMethyl)-1,2-diphenyl-1,2-EthanediaMine
SMILES [C@H](C1=CC=CC=C1)([C@@H](NCC2=C3C=CC=CC3=CC=C2)C4=CC=CC=C4)NCC5=C6C=CC=CC6=CC=C5

Computational Chemistry Data

TPSA 24.06
LogP 8.355
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 9

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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(1S,2S)-N,N'-Bis(1-naphthalenylmethyl)-1,2-diphenyl-1,2-ethanediamine

CAS No. 235104-43-5

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