(1R,2R)-N1,N2-Dibenzylcyclohexane-1,2-diamine

Name: (1R,2R)-N1,N2-Dibenzylcyclohexane-1,2-diamine
Brand: ChemScene
Availability: InStock
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CAS No. 143443-23-6
Cat. No. CS-0093211
Purity≥95%
MDL No.MFCD29919494

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(1R,2R)-N1,N2-Dibenzylcyclohexane-1,2-diamine|CS-0093211

Structure of 143443-23-6

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General Information

CAS No. 143443-23-6
Cat. No. CS-0093211
Purity ≥95%
MDL No. MFCD29919494
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₂₆N₂
Molecular Weight 294.44
Synonym(s) (1R,2R)-N,N'-Bis(phenylmethyl)-1,2-cyclohexanediamine
SMILES [C@@H]1(NCC2=CC=CC=C2)CCCC[C@H]1NCC3=CC=CC=C3

Description

This chiral diamine features two benzyl-protected amine groups on a rigid cyclohexane backbone, enabling precise stereocontrol in asymmetric synthesis. The (1R,2R) configuration ensures high enantioselectivity when used as a ligand or auxiliary in transition-metal-catalyzed reactions. Bench-stable and moisture-tolerant, it integrates seamlessly into catalytic systems requiring defined spatial orientation and robust handling under standard conditions.

Application

(1R,2R)-N,N'-Bis(phenylmethyl)-1,2-cyclohexanediamine serves as a chiral diamine ligand in asymmetric catalysis, enabling enantioselective transformations through well-defined coordination geometries. Its rigid cyclohexane backbone and benzylic N-protecting groups confer excellent bench stability and ease of purification. The molecule functions effectively in transition metal-catalyzed reactions, particularly in hydrogenation and C–C bond-forming processes, offering high enantioselectivity and reproducible results across standard synthetic workflows.

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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Computational Chemistry Data

TPSA 24.06
LogP 3.8772
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 6

Key Words

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(1R,2R)-N1,N2-Dibenzylcyclohexane-1,2-diamine

CAS No. 143443-23-6

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