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CS-W001157 4
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(S)-Bis(3,5-bis(trifluoromethyl)phenyl)(pyrrolidin-2-yl)methanol

  • CAS No. 848821-76-1

  • Cat. No. CS-0044515
  • Purity≥97%
  • MDL No.MFCD10566964

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

(S)-Bis(3,5-bis(trifluoromethyl)phenyl)(pyrrolidin-2-yl)methanol|CS-0044515

Structure of 848821-76-1

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General Information

  • CAS No. 848821-76-1
  • Cat. No. CS-0044515
  • Purity ≥97%
  • MDL No. MFCD10566964
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₁₅F₁₂NO
  • Molecular Weight 525.33
  • Synonym(s) (S)-Bis[3,5-bis(trifluoromethyl)phenyl](pyrrolidin-2-yl)methanol
  • SMILES OC(C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1)([C@H]2NCCC2)C3=CC(C(F)(F)F)=CC(C(F)(F)F)=C3

Description

(S)-Bis(3,5-bis(trifluoromethyl)phenyl)(pyrrolidin-2-yl)methanol features a sterically encumbered chiral center flanked by two electron-deficient aryl groups, enhancing its stability and selectivity in asymmetric catalysis. The pyrrolidin-2-yl moiety provides a tunable amine handle, while the trifluoromethyl substituents confer high lipophilicity and resistance to metabolic degradation. This configuration enables precise stereocontrol in transition-metal-mediated transformations.

Synthesis

  • Route1
    • null|null
      845965-28-8
    • ~10%
    • In-stock
      (S)-Bis(3,5-bis(trifluoromethyl)phenyl)(pyrrolidin-2-yl)methanol|CS-0044515
      848821-76-1

    References

    • HALLAND, Nis; JOERGENSEN, Karl Anker; MARIGO, Mauro; BRAUNTON, Alan; BACHMANN, Stephan; FIELENBACH, Doris Patent: WO2005/80298 A1, 2005 ; Location in patent: Page/Page column 31 ;
  • Route2
    • null|null
      1187560-71-9
    • ~93%
    • In-stock
      (S)-Bis(3,5-bis(trifluoromethyl)phenyl)(pyrrolidin-2-yl)methanol|CS-0044515
      848821-76-1

    References

    • Dalicsek, Zoltan; Pollreisz, Ferenc; Soos, Tibor Chemical Communications, 2009 , # 30 p. 4587 - 4589
  • Route3
    • null|null
      112981-69-8
    • null|null
      45736-33-2
    • ~53%
    • In-stock
      (S)-Bis(3,5-bis(trifluoromethyl)phenyl)(pyrrolidin-2-yl)methanol|CS-0044515
      848821-76-1

    References

    • O Dalaigh, Ciaran; Connon, Stephen J. Journal of Organic Chemistry, 2007 , vol. 72, # 18 p. 7066 - 7069

Safety Information

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GHS Pictogram : N/A
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Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

  • TPSA   32.26
  • LogP   6.7497
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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