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CS-W001157 4
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(1R,2R)-(+)-1,2-Bis[(pyridin-2-ylcarbonyl)amino]cyclohexane

  • CAS No. 201551-23-7

  • Cat. No. CS-0136203
  • Purity≥97%
  • MDL No.MFCD02684543

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

(1R,2R)-(+)-1,2-Bis[(pyridin-2-ylcarbonyl)amino]cyclohexane|CS-0136203

Structure of 201551-23-7

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General Information

  • CAS No. 201551-23-7
  • Cat. No. CS-0136203
  • Purity ≥97%
  • MDL No. MFCD02684543
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₂₀N₄O₂
  • Molecular Weight None
  • Synonym(s) (R,R)-DACH-pyridyl TROST ligand
  • SMILES O=C(C1=CC=CC=N1)N[C@H]2[C@H](NC(C3=NC=CC=C3)=O)CCCC2

Description

This chiral cyclohexane scaffold features two pyridin-2-ylcarbonyl amide groups arranged in a rigid, enantiopure (1R,2R) configuration. The molecule integrates electron-rich pyridine moieties with amide linkages, enabling strong directional interactions in supramolecular assembly. Its bench-stable structure facilitates use in asymmetric catalysis and molecular recognition studies.

Application

(1R,2R)-(+)-1,2-Bis[(pyridin-2-ylcarbonyl)amino]cyclohexane serves as a chiral auxiliary in asymmetric synthesis, enabling stereoselective transformations through well-defined coordination geometry. Its pyridine-carbamate functionalities offer robust bench stability and facilitate purification via crystallization or chromatography. The molecule functions effectively in enantioselective acylation and alkylation protocols, providing high diastereoselectivity in standard organic workflows.

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-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   83.98
  • LogP   1.9476
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   4

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