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

Name: (1S,2S)-1,2-Bis(2-methoxyphenyl)ethane-1,2-diamine
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CAS No. 148240-65-7
Cat. No. CS-0133278
Purity≥98%
MDL No.None

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(1S,2S)-1,2-Bis(2-methoxyphenyl)ethane-1,2-diamine|CS-0133278

Structure of 148240-65-7

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General Information

CAS No. 148240-65-7
Cat. No. CS-0133278
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) (S,S)-1,2-BIS(2-METHOXYPHENYL)-1,2-ETHANEDIAMINE
SMILES N[C@@H](C1=CC=CC=C1OC)[C@@H](N)C2=C(OC)C=CC=C2

Description

This chiral diamine features two 2-methoxyphenyl groups positioned on adjacent carbons, delivering enhanced solubility and stability in polar solvents. The (1S,2S) stereochemistry ensures high enantioselectivity in asymmetric catalysis, enabling efficient synthesis of chiral intermediates. Its robust framework withstands standard reaction conditions while maintaining structural integrity.

Application

(1S,2S)-1,2-Bis(2-methoxyphenyl)ethane-1,2-diamine serves as a chiral bis(aryl)amine scaffold with defined stereochemistry, enabling the formation of well-defined coordination complexes in asymmetric catalysis. Its ortho-methoxy groups enhance solubility and modulate electronic properties, while the diamine backbone provides robust ligand functionality for transition metal catalysts. The compound exhibits excellent bench stability and facilitates efficient metal complexation under standard conditions, making it a practical choice for enantioselective synthesis 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-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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(1S,2S)-1,2-Bis(2-methoxyphenyl)ethane-1,2-diamine

CAS No. 148240-65-7

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