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CS-W001157 4
Total: USD 88.00

(3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine

  • CAS No. 147700-62-7

  • Cat. No. CS-0198509
  • Purity≥97%
  • MDL No.None

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

(3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine|CS-0198509

Structure of 147700-62-7

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General Information

  • CAS No. 147700-62-7
  • Cat. No. CS-0198509
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₇H₃₃O₄P
  • Molecular Weight 572.63
  • Synonym(s) None
  • SMILES CC1(C)O[C@@H](C(C2=CC=CC=C2)(OP(C3=CC=CC=C3)O4)C5=CC=CC=C5)[C@H](C4(C6=CC=CC=C6)C7=CC=CC=C7)O1

Description

(3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine features a rigid, chiral phosphorus heterocycle with five aryl substituents that confer exceptional steric shielding and electronic stability. This configuration enables high enantioselectivity in asymmetric catalysis, particularly in transition-metal-catalyzed cross-coupling reactions. The molecule's bench-stable nature and resistance to moisture facilitate handling under standard laboratory conditions.

Application

(3aR,8aR)-2,2-Dimethyl-4,4,6,8,8-pentaphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine serves as a sterically encumbered, bench-stable phosphine ligand that facilitates cross-coupling reactions under mild conditions. Its rigid, electron-rich scaffold enhances catalyst longevity and enables efficient coupling with aryl halides and pseudohalides, particularly in palladium-catalyzed transformations. The molecule’s high functional group tolerance and ease of purification make it well-suited for iterative synthesis and scale-up applications in pharmaceutical process development.

Safety Information

Download SDS
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-P405-P501

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Computational Chemistry Data

  • TPSA   36.92
  • LogP   8.0783
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   5

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