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CS-W001157 4
Total: USD 88.00

(1R,7R)-4-Dimethylamino-9,9-dimethyl-2,2,6,6-tetrakis(3,5-dimethylphenyl)-3,5,8,10-tetraoxa-4-phosphabicyclo[5.3.0]decane

  • CAS No. 840454-58-2

  • Cat. No. CS-0129007
  • Purity≥95%
  • MDL No.None

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

(1R,7R)-4-Dimethylamino-9,9-dimethyl-2,2,6,6-tetrakis(3,5-dimethylphenyl)-3,5,8,10-tetraoxa-4-phosphabicyclo[5.3.0]decane|CS-0129007

Structure of 840454-58-2

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General Information

  • CAS No. 840454-58-2
  • Cat. No. CS-0129007
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄₁H₅₀NO₄P
  • Molecular Weight 651.81
  • Synonym(s) (3aR,8aR)-4,4,8,8-Tetrakis(3,5-dimethylphenyl)-N,N,2,2-tetramethyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine
  • SMILES CN(C)P1OC(C2=CC(C)=CC(C)=C2)(C3=CC(C)=CC(C)=C3)[C@H]4[C@H](C(C5=CC(C)=CC(C)=C5)(C6=CC(C)=CC(C)=C6)O1)OC(C)(C)O4

Description

This phosphine ligand features a rigid, electron-rich bicyclic scaffold with four sterically shielded aryl groups and a dimethylamino-substituted phosphorus center. Its design enhances stability, solubility in organic media, and performance in transition-metal catalysis under ambient conditions.

Application

(1R,7R)-4-Dimethylamino-9,9-dimethyl-2,2,6,6-tetrakis(3,5-dimethylphenyl)-3,5,8,10-tetraoxa-4-phosphabicyclo[5.3.0]decane serves as a sterically encumbered, bench-stable phosphine reagent enabling efficient coupling reactions in complex molecule synthesis. Its electron-rich phosphorus center facilitates rapid oxidative addition and stable intermediates in palladium-catalyzed cross-couplings, while the bulky aryl groups confer enhanced resistance to oxidation and simplify purification. Functions effectively in Suzuki, Stille, and Negishi transformations with broad functional group tolerance.

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

Quality Control

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Computational Chemistry Data

  • TPSA   40.16
  • LogP   9.69676
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   5

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