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CS-W001157 4
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(11bS)-2,6-Dimethyl-N,N-bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine

  • CAS No. 201732-49-2

  • Cat. No. CS-0090859
  • Purity≥97%
  • MDL No.None

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

(11bS)-2,6-Dimethyl-N,N-bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine|CS-0090859

Structure of 201732-49-2

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General Information

  • CAS No. 201732-49-2
  • Cat. No. CS-0090859
  • 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 C₃₈H₃₄NO₂P
  • Molecular Weight 567.66
  • Synonym(s) None
  • SMILES CC1=CC2=CC=CC=C2[C@@]3=C1OP(N([C@H](C4=CC=CC=C4)C)[C@@H](C5=CC=CC=C5)C)OC6=C(C)C=C7C(C=CC=C7)=[C@]36

Description

This chiral phosphine ligand features a rigid dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin scaffold with sterically demanding 2,6-dimethyl and (1R)-1-phenylethyl substituents, enabling high enantioselectivity in palladium-catalyzed cross-coupling reactions under standard conditions.

Application

(11bS)-2,6-Dimethyl-N,N-bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine serves as a sterically hindered, chiral phosphine ligand that enables efficient transition-metal-catalyzed cross-coupling reactions. Its rigid, polycyclic framework imparts high thermal stability and excellent functional group tolerance, facilitating reliable performance in palladium-catalyzed Suzuki-Miyaura and Negishi couplings. The ligand’s defined stereochemistry and robustness simplify purification and enhance reproducibility in complex molecule synthesis.

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   29.52
  • LogP   11.6736
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   5

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