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N-[3,5-Bis(trifluoromethyl)phenyl]-N'-[(8α,9S)-6'-methoxycinchonan-9-yl]urea

  • CAS No. 957770-66-0

  • Cat. No. CS-0040111
  • Molecule weight578.55
  • Purity≥97%
  • MDL No.None

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

N-[3,5-Bis(trifluoromethyl)phenyl]-N'-[(8α,9S)-6'-methoxycinchonan-9-yl]urea|CS-0040111

Structure of 957770-66-0

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General Information

  • CAS No. 957770-66-0
  • Cat. No. CS-0040111
  • 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 C₂₉H₂₈F₆N₄O₂
  • Molecular Weight 578.55
  • Synonym(s) N-[3,5-bis(trifluoroMethyl)phenyl]-N'-[(8α,9S)-6'-Methoxycinchonan-9-yl]-Urea
  • SMILES O=C(NC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1)N[C@@H](C2=C(C=C(OC)C=C3)C3=NC=C2)[C@@]4(C[C@@H]5CC[N@]4C[C@@H]5C=C)[H]

Description

N-[3,5-Bis(trifluoromethyl)phenyl]-N'-[(8α,9S)-6'-methoxycinchonan-9-yl]urea features a sterically defined cinchona alkaloid scaffold paired with a highly electron-deficient aryl urea. This combination enables strong chiral recognition in asymmetric catalysis, delivering high enantioselectivity in phase-transfer and organocatalytic transformations under ambient conditions.

Application

N-[3,5-Bis(trifluoromethyl)phenyl]-N'-[(8α,9S)-6'-methoxycinchonan-9-yl]urea serves as a chiral, sterically defined urea scaffold enabling asymmetric catalysis in enantioselective transformations. The trifluoromethylated aryl group enhances electron deficiency and metabolic stability, while the cinchona-derived moiety provides a rigid, functionalized chiral environment. This structure facilitates hydrogen-bonding interactions in organocatalytic processes, particularly in phase-transfer and Michael additions, with demonstrated utility in modular synthesis of bioactive heterocycles and pharmaceutical intermediates.

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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   66.49
  • LogP   7.0402
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   6

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