(1R,2R)-N,N'-Di-p-tosyl-1,2-diphenyl-1,2-ethylenediamine

Name: (1R,2R)-N,N'-Di-p-tosyl-1,2-diphenyl-1,2-ethylenediamine
Brand: ChemScene
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CAS No. 121758-19-8
Cat. No. CS-0093700
Purity≥98%
MDL No.MFCD00269673

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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(1R,2R)-N,N'-Di-p-tosyl-1,2-diphenyl-1,2-ethylenediamine|CS-0093700

Structure of 121758-19-8

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Description

This chiral diamine features two p-toluenesulfonyl groups flanking a rigid ethylenediamine backbone, enabling high enantioselectivity in asymmetric catalysis. The bulky tosyl moieties provide steric shielding and enhance solubility in organic solvents. Designed for use in transition-metal-catalyzed reactions, this compound delivers predictable stereochemical outcomes with minimal racemization under standard conditions.

Application

(1R,2R)-N,N'-Di-p-tosyl-1,2-diphenyl-1,2-ethylenediamine serves as a chiral diamine ligand in asymmetric catalysis, enabling enantioselective transformations through well-defined coordination modes. Its rigid biphenyl backbone and bulky tosyl groups enhance stereocontrol and stability, facilitating efficient metal complexation with transition metals such as Cu(II) and Ni(II). The compound exhibits excellent bench stability, simplifies purification, and demonstrates broad functional group tolerance in standard asymmetric synthesis workflows.

General Information

CAS No. 121758-19-8
Cat. No. CS-0093700
Purity ≥98%
MDL No. MFCD00269673
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₈H₂₈N₂O₄S₂
Molecular Weight 520.66
Synonym(s) 4-methyl-N-[(1R,2R)-2-[(4-methylphenyl)sulfonylamino]-1,2-diphenylethyl]benzenesulfonamide
SMILES O=S(N[C@H](C1=CC=CC=C1)[C@H](NS(=O)(C2=CC=C(C)C=C2)=O)C3=CC=CC=C3)(C4=CC=C(C)C=C4)=O

Computational Chemistry Data

TPSA 92.34
LogP 5.04284
H_Acceptors 4
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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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(1R,2R)-N,N'-Di-p-tosyl-1,2-diphenyl-1,2-ethylenediamine

CAS No. 121758-19-8

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