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(S)-(+)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a:3,4-a']dinaphthalen-4-yl)piperidine

  • CAS No. 284472-79-3

  • Cat. No. CS-0085224
  • Purity≥97%
  • MDL No.None

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

(S)-(+)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a:3,4-a']dinaphthalen-4-yl)piperidine|CS-0085224

Structure of 284472-79-3

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General Information

  • CAS No. 284472-79-3
  • Cat. No. CS-0085224
  • 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 C₂₅H₂₂NO₂P
  • Molecular Weight 399.42
  • Synonym(s) 1-(Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)piperidine
  • SMILES C12=CC=CC=C1C=CC3=[C@]2[C@]4=C(C=CC=C5)C5=CC=C4OP(N6CCCCC6)O3

Description

This chiral phosphorus-containing heterocycle integrates a rigid dinaphthalene scaffold with a piperidine moiety, enabling precise spatial control in asymmetric synthesis. The 3,5-dioxa-4-phosphacycloheptane core delivers high thermal stability and selective coordination in catalytic systems.

Application

(S)-(+)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a:3,4-a']dinaphthalen-4-yl)piperidine serves as a versatile chiral phosphine scaffold in transition-metal-catalyzed cross-coupling reactions. Its rigid, electron-rich structure enhances catalyst stability and facilitates efficient C–C bond formation under mild conditions. The piperidine moiety provides solubility and handles well during purification, making it suitable for scalable synthesis of functionalized biaryls and complex heterocycles.

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   7.7183
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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