(1S,2S)-1,2-Diphenyl-N1,N2-bis(phenylmethyl)-1,2-ethanediamine

Name: (1S,2S)-1,2-Diphenyl-N1,N2-bis(phenylmethyl)-1,2-ethanediamine
Brand: ChemScene
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CAS No. 157242-43-8
Cat. No. CS-0093726
Purity≥95%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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(1S,2S)-1,2-Diphenyl-N1,N2-bis(phenylmethyl)-1,2-ethanediamine|CS-0093726

Structure of 157242-43-8

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General Information

CAS No. 157242-43-8
Cat. No. CS-0093726
Purity ≥95%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₈H₂₈N₂
Molecular Weight 392.54
Synonym(s) 1S,2S-N,N'-bis(phenylMethyl)-1,2-diphenyl-1,2-EthanediaMine
SMILES [C@H](C1=CC=CC=C1)([C@@H](NCC2=CC=CC=C2)C3=CC=CC=C3)NCC4=CC=CC=C4

Description

This chiral diamine features two phenylmethyl groups flanking a rigid 1,2-ethanediamine backbone with (1S,2S) stereochemistry. The extended aromatic system enhances π-stacking potential and stabilizes metal coordination complexes. Designed for asymmetric synthesis, it delivers high enantioselectivity in catalytic transformations involving transition metals.

Application

(1S,2S)-1,2-Diphenyl-N1,N2-bis(phenylmethyl)-1,2-ethanediamine serves as a chiral bis(aryl)methylamine ligand, enabling stereoselective catalysis in asymmetric synthesis. Its rigid, C₂-symmetric backbone and orthogonal phenyl substituents provide excellent stereocontrol in transition-metal-catalyzed reactions. The compound exhibits high bench stability, facilitates efficient purification via recrystallization, and demonstrates broad functional group tolerance in Pd- and Ni-catalyzed cross-couplings.

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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Computational Chemistry Data

TPSA 24.06
LogP 6.0486
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 9

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(1S,2S)-1,2-Diphenyl-N1,N2-bis(phenylmethyl)-1,2-ethanediamine

CAS No. 157242-43-8

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