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CS-W001157 4
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(1S,2S)-1,2-Di(4'-methoxyphenyl)-1,2-diaminoethane

  • CAS No. 58520-04-0

  • Cat. No. CS-W012355
  • Purity≥96%
  • MDL No.MFCD08460191

*For research and further manufacturing use only, not for direct human use.

(1S,2S)-1,2-Di(4'-methoxyphenyl)-1,2-diaminoethane|CS-W012355

Structure of 58520-04-0

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General Information

  • CAS No. 58520-04-0
  • Cat. No. CS-W012355
  • Purity ≥96%
  • MDL No. MFCD08460191
  • 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) (1R,2R)-1,2-bis(4-methoxy phenyl)ethane-1,2-diamine
  • 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 ethylene backbone, enabling precise spatial control in asymmetric synthesis. The para-methoxy substituents enhance solubility and electronic modulation, while the (1S,2S) stereochemistry ensures high enantioselectivity in transition metal complexation. Ideal for ligand design in catalytic transformations requiring defined chiral environments.

Application

(1S,2S)-1,2-Di(4'-methoxyphenyl)-1,2-diaminoethane serves as a chiral diamine building block for asymmetric catalysis and ligand design. Its two methoxy-substituted aryl groups provide enhanced solubility and steric definition, while the rigid (1S,2S)-configuration enables precise stereocontrol in transition metal complexes. The molecule exhibits good bench stability and facilitates efficient coordination to metals such as Pd, Cu, and Ni, making it valuable in cross-coupling and enantioselective transformations.

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

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