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N-[3,5-Bis(trifluoromethyl)phenyl]-N'-[(8α,9S)-10,11-dihydro-6'-methoxycinchonan-9-yl]thiourea

  • CAS No. 852913-19-0

  • Cat. No. CS-0091869
  • Purity≥95%
  • MDL No.None

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

N-[3,5-Bis(trifluoromethyl)phenyl]-N'-[(8α,9S)-10,11-dihydro-6'-methoxycinchonan-9-yl]thiourea|CS-0091869

Structure of 852913-19-0

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General Information

  • CAS No. 852913-19-0
  • Cat. No. CS-0091869
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₉H₃₀F₆N₄OS
  • Molecular Weight 596.63
  • Synonym(s) 1-[3,5-Bis(trifluoromethyl)phenyl)-3-{(S)[(2S,4S,5R)-5-ethyl-1-aza-bicyclo[2.2.2]oct-2-yl]-(6-methoxy-4-quinolinyl)methyl}thiourea
  • SMILES S=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]5CC)[H]

Application

This thiourea derivative functions as a chiral, bifunctional organocatalyst enabling enantioselective transformations through hydrogen-bonding activation. The 3,5-bis(trifluoromethyl)phenyl group provides strong electron-withdrawing character and enhanced stability, while the cinchonan scaffold offers well-defined stereocenters and tunable basicity. It facilitates asymmetric Michael additions and Mannich reactions with high enantioselectivity, exhibits robust bench stability, and is readily purified by standard chromatography—ideal for scalable synthesis workflows in medicinal chemistry.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   49.42
  • LogP   7.4291
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   6

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