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(1R,2R)-N,N'-Bis(phenylmethyl)-1,2-diphenyl-1,2-ethanediamine

  • CAS No. 221226-19-3

  • Cat. No. CS-0093724
  • Molecule weight392.54
  • Purity≥97%
  • MDL No.MFCD19687236

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

(1R,2R)-N,N'-Bis(phenylmethyl)-1,2-diphenyl-1,2-ethanediamine|CS-0093724

Structure of 221226-19-3

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General Information

  • CAS No. 221226-19-3
  • Cat. No. CS-0093724
  • Purity ≥97%
  • MDL No. MFCD19687236
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₈H₂₈N₂
  • Molecular Weight 392.54
  • Synonym(s) 1R,2R-N,N'-BIS(PHENYLMETHYL)-1,2-DIPHENYL-ETHANEDIAMINE
  • SMILES [C@@H](C1=CC=CC=C1)([C@H](NCC2=CC=CC=C2)C3=CC=CC=C3)NCC4=CC=CC=C4

Description

This chiral diamine features two phenylmethyl-protected nitrogen centers flanking a rigid ethanediamine backbone, enabling precise stereocontrol in asymmetric synthesis. The (1R,2R) configuration imparts defined spatial orientation, facilitating its use in catalytic systems requiring high enantioselectivity.

Application

(1R,2R)-N,N'-Bis(phenylmethyl)-1,2-diphenyl-1,2-ethanediamine serves as a chiral diamine ligand in asymmetric catalysis, enabling high enantioselectivity in transition-metal-catalyzed reactions. Its rigid, sterically defined backbone and benzylic protection enhance stability and facilitate purification. The molecule functions effectively in palladium- and copper-mediated couplings, offering predictable stereocontrol and compatibility with diverse functional groups under standard synthetic conditions.

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   24.06
  • LogP   6.0486
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   9

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