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CS-W001157 4
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(DHQD)2AQN

  • CAS No. 176298-44-5

  • Cat. No. CS-0093313
  • Molecule weight857.05
  • Purity≥97%
  • MDL No.None

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

(DHQD)2AQN|CS-0093313

Structure of 176298-44-5

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General Information

  • CAS No. 176298-44-5
  • Cat. No. CS-0093313
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅₄H₅₆N₄O₆
  • Molecular Weight 857.05
  • Synonym(s) 1,4-Bis((1S)-(6-methoxyquinolin-4-yl)(5-vinylquinuclidin-2-yl)methyl)anthracene-9,10-dione
  • SMILES CC[C@@H]1C(CC2[C@@H](OC3=CC=C(O[C@H](C4N5CC(CC)C(C4)CC5)C6=CC=NC7=C6C=C(OC)C=C7)C8=C3C(C(C=CC=C9)=C9C8=O)=O)C%10=C(C=C(OC)C=C%11)C%11=NC=C%10)CCN2C1

Description

(DHQD)2AQN delivers a robust, bench-stable scaffold for transition-metal-catalyzed couplings, featuring two electron-rich dihydroquinoline units flanked by quinone moieties. This configuration enables efficient coordination to palladium and nickel centers, facilitating C–C bond formation under mild conditions with high functional group tolerance.

Application

(DHQD)₂AQN serves as a highly effective chiral ligand in asymmetric catalysis, enabling enantioselective transformations such as allylic alkylation and conjugate addition. Its rigid, well-defined stereogenic framework ensures high enantiomeric control, while its bench-stable nature and compatibility with transition metals like palladium facilitate reproducible, scalable synthesis of chiral building blocks.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   103.32
  • LogP   10.0566
  • H_Acceptors   10
  • H_Donors   0
  • Rotatable_Bonds   12

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