(1R,2R)-1,2-Di(4'-methoxyphenyl)-1,2-diaminoethane

Name: (1R,2R)-1,2-Di(4'-methoxyphenyl)-1,2-diaminoethane
Brand: ChemScene
Availability: InStock
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CAS No. 58520-03-9
Cat. No. CS-W014027
Molecule weight272.34
Purity≥98%
MDL No.MFCD08460192

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(1R,2R)-1,2-Di(4'-methoxyphenyl)-1,2-diaminoethane|CS-W014027

Structure of 58520-03-9

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General Information

CAS No. 58520-03-9
Cat. No. CS-W014027
Purity ≥98%
MDL No. MFCD08460192
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₀N₂O₂
Molecular Weight 272.34
Synonym(s) 1S,2S-1,2-Di(4'-methoxyphenyl)-1,2-diaminoethan
SMILES N[C@@H]([C@H](N)C1=CC=C(C=C1)OC)C2=CC=C(C=C2)OC

Description

This chiral diamine features two 4'-methoxyphenyl groups flanking a rigid ethane backbone, enabling precise spatial control in asymmetric synthesis. The para-methoxy substituents enhance solubility and electronic modulation, while the (1R,2R) stereochemistry ensures high enantioselectivity in transition metal complexation. Ideal for catalyst design in stereoselective transformations.

Application

(1R,2R)-1,2-Di(4'-methoxyphenyl)-1,2-diaminoethane serves as a chiral diamine building block for asymmetric catalysis and ligand development. Its rigid, enantiomerically pure structure enables precise stereocontrol in transition-metal-catalyzed reactions. The methoxy-substituted aryl groups enhance solubility and electronic tuning, while the diamine functionality offers robust coordination to metals such as Pd, Ni, and Cu. Bench-stable and readily purified by standard techniques, it functions effectively in established asymmetric synthesis workflows.

Synthesis

Route1
- 169532-38-1
- ~%
- In-stock
  
  58520-03-9
References
- Tetrahedron Letters, , vol. 33, # 38 p. 5559 - 5562
Route2
- 144406-64-4
- ~%
- In-stock
  
  58520-03-9
References
- Tetrahedron Letters, , vol. 33, # 38 p. 5559 - 5562

Safety Information

Download SDS

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 70.5
LogP 2.4036
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 5

Key Words

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(1R,2R)-1,2-Di(4'-methoxyphenyl)-1,2-diaminoethane

CAS No. 58520-03-9

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