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CS-W001157 4
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(R)-Di(naphthalen-2-yl)(pyrrolidin-2-yl)methanol

  • CAS No. 130798-48-0

  • Cat. No. CS-0031342
  • Purity≥98%
  • MDL No.MFCD00274637

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

(R)-Di(naphthalen-2-yl)(pyrrolidin-2-yl)methanol|CS-0031342

Structure of 130798-48-0

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General Information

  • CAS No. 130798-48-0
  • Cat. No. CS-0031342
  • Purity ≥98%
  • MDL No. MFCD00274637
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₅H₂₃NO
  • Molecular Weight 353.46
  • Synonym(s) (R)-DI-2-NAPHTHYLPROLINOL
  • SMILES OC(C1=CC=C2C=CC=CC2=C1)([C@@H]3NCCC3)C4=CC=C5C=CC=CC5=C4

Description

(R)-Di(naphthalen-2-yl)(pyrrolidin-2-yl)methanol features a chiral benzylic center flanked by two naphthyl groups and a pyrrolidine moiety, delivering high stereochemical integrity. This sterically encumbered scaffold enables selective coupling in asymmetric synthesis, particularly in transition-metal-catalyzed cross-coupling reactions. The molecule exhibits robust stability under standard bench conditions and facilitates efficient ligand integration in catalytic systems requiring rigid, electron-rich coordination environments.

Application

(R)-Di(naphthalen-2-yl)(pyrrolidin-2-yl)methanol serves as a chiral, bench-stable building block for asymmetric synthesis, enabling the construction of complex heterocyclic scaffolds through stereoselective transformations. Its three distinct aromatic and nitrogen-containing moieties offer orthogonal reactivity, facilitating functionalization in multi-step sequences. The molecule functions effectively in catalytic systems requiring defined stereochemistry and exhibits favorable solubility and purification characteristics in standard organic workflows.

Synthesis

  • Route1
    • null|null
      127986-88-3
    • ~86%
    • In-stock
      (R)-Di(naphthalen-2-yl)(pyrrolidin-2-yl)methanol|CS-0031342
      130798-48-0

    References

    • Corey, E. J.; Link, John O. Tetrahedron Letters, 1989 , vol. 30, # 46 p. 6275 - 6278
  • Route2
    • null|null
      21473-01-8
    • ~%
    • In-stock
      (R)-Di(naphthalen-2-yl)(pyrrolidin-2-yl)methanol|CS-0031342
      130798-48-0

    References

    • Tetrahedron Letters, , vol. 30, # 46 p. 6275 - 6278
  • Route3
    • Methyl benzyl-D-prolinate|CS-0159374
      113304-84-0
    • ~%
    • In-stock
      (R)-Di(naphthalen-2-yl)(pyrrolidin-2-yl)methanol|CS-0031342
      130798-48-0

    References

    • Tetrahedron Letters, , vol. 30, # 46 p. 6275 - 6278

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   32.26
  • LogP   4.9809
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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