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CS-W001157 4
Total: USD 88.00

1-[(3aS,8aS)-Tetrahydro-2,2-dimethyl-4,4,8,8-tetraphenyl-1,3-dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl]piperidine

  • CAS No. 582300-11-6

  • Cat. No. CS-0087712
  • Purity≥97%
  • MDL No.None

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

1-[(3aS,8aS)-Tetrahydro-2,2-dimethyl-4,4,8,8-tetraphenyl-1,3-dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl]piperidine|CS-0087712

Structure of 582300-11-6

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General Information

  • CAS No. 582300-11-6
  • Cat. No. CS-0087712
  • 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 C₃₆H₃₈NO₄P
  • Molecular Weight 579.66
  • Synonym(s) 1-[(3aS,8aS)-tetrahydro-2,2-diMethyl-4,4,8,8-tetraphenyl-1,3-dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl]- Piperidine
  • SMILES CC1(C)O[C@H]2[C@@H](C(C3=CC=CC=C3)(C4=CC=CC=C4)OP(N5CCCCC5)OC(C6=CC=CC=C6)2C7=CC=CC=C7)O1

Description

This tetrahydrodioxaphosphepin derivative features a sterically hindered, bench-stable phosphorus heterocycle with dual phenyl and dimethyl substitution. It integrates a piperidine moiety that enhances solubility and reactivity in synthetic transformations. The fused dioxolane-dioxaphosphole core delivers high functional group tolerance and stability under standard conditions.

Application

1-[(3aS,8aS)-Tetrahydro-2,2-dimethyl-4,4,8,8-tetraphenyl-1,3-dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl]piperidine serves as a stable, bench-ready phosphine building block for the synthesis of chiral ligands and catalysts. Its rigid, sterically shielded structure enhances enantioselectivity in transition-metal-catalyzed cross-coupling reactions. The molecule exhibits excellent functional group tolerance and facilitates efficient Pd-catalyzed transformations under mild conditions, making it valuable for complex molecule assembly in medicinal chemistry and process development.

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   40.16
  • LogP   8.1537
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   5

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