rel-((1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine)

Name: rel-((1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine)
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CAS No. 43148-65-8
Cat. No. CS-0062432
Molecule weight170.30
Purity≥98%
MDL No.None

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rel-((1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine)|CS-0062432

Structure of 43148-65-8

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General Information

CAS No. 43148-65-8
Cat. No. CS-0062432
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₂₂N₂
Molecular Weight 170.30
Synonym(s) None
SMILES CN(C)[C@H]1[C@H](N(C)C)CCCC1

Description

rel-((1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine) features a rigid, chiral cyclohexane backbone with four methyl groups strategically positioned to enforce high diastereoselectivity in asymmetric synthesis. This bench-stable diamine delivers predictable stereocontrol when complexed with transition metals, enabling efficient construction of enantiopure scaffolds in catalytic transformations.

Application

rel-((1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine) serves as a chiral diamine ligand in asymmetric catalysis, enabling high enantioselectivity in transition-metal-catalyzed transformations. Its rigid cyclohexane backbone and sterically defined methyl substituents enhance stereocontrol, while the tertiary amine groups offer robust coordination to metals like palladium and copper. The compound exhibits excellent bench stability and facilitates efficient purification, making it well-suited for scalable synthesis of enantiomerically enriched intermediates in pharmaceutical process development.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 6.48
LogP 1.4208
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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rel-((1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine)

CAS No. 43148-65-8

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