(1R,2R)-1,2-Bis(2-methoxyphenyl)ethane-1,2-diamine

Name: (1R,2R)-1,2-Bis(2-methoxyphenyl)ethane-1,2-diamine
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CAS No. 758691-50-8
Cat. No. CS-0133277
Purity≥98%
MDL No.None

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(1R,2R)-1,2-Bis(2-methoxyphenyl)ethane-1,2-diamine|CS-0133277

Structure of 758691-50-8

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General Information

CAS No. 758691-50-8
Cat. No. CS-0133277
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₀N₂O₂
Molecular Weight 272.34
Synonym(s) 1,2-Ethanediamine, 1,2-bis(2-methoxyphenyl)-, (1R,2R)-
SMILES N[C@H](C1=CC=CC=C1OC)[C@H](N)C2=C(OC)C=CC=C2

Description

This chiral diamine features two ortho-methoxyphenyl groups positioned on adjacent carbons, creating a rigid, electron-rich scaffold ideal for asymmetric catalysis. The (1R,2R) stereochemistry imparts high enantioselectivity in transition metal complexes, enabling efficient C–C bond formation under mild conditions. Bench-stable and moisture-tolerant, it integrates seamlessly into ligand design workflows.

Application

(1R,2R)-1,2-Bis(2-methoxyphenyl)ethane-1,2-diamine serves as a chiral diamine ligand in transition metal-catalyzed asymmetric synthesis, enabling high enantioselectivity in reactions such as hydrogenation and C–C bond formation. Its ortho-methoxy substituents enhance coordination stability and modulate electronic properties, while the rigid ethane backbone provides defined stereochemical control. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for reproducible catalytic applications in medicinal chemistry and 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-P280-P302+P352

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Computational Chemistry Data

TPSA 70.5
LogP 2.4036
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 5

Key Words

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(1R,2R)-1,2-Bis(2-methoxyphenyl)ethane-1,2-diamine

CAS No. 758691-50-8

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