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(1S,2S)-rel-2-(Pyridin-2-yl)cyclopropane-1-carboxylic acid

  • CAS No. 731811-62-4

  • Cat. No. CS-0056007
  • Molecule weight163.17
  • Purity≥95%
  • MDL No.None

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

(1S,2S)-rel-2-(Pyridin-2-yl)cyclopropane-1-carboxylic  acid|CS-0056007

Structure of 731811-62-4

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General Information

  • CAS No. 731811-62-4
  • Cat. No. CS-0056007
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO₂
  • Molecular Weight 163.17
  • Synonym(s) trans-2-(Pyridin-2-yl)cyclopropanecarboxylic acid
  • SMILES O=C([C@@H]1[C@@H](C2=NC=CC=C2)C1)O

Description

This chiral cyclopropane carboxylic acid features a pyridin-2-yl group at the 2-position, enabling strong coordination in metal-directed synthesis. The (1S,2S)-rel stereochemistry imparts defined spatial orientation, enhancing selectivity in asymmetric transformations. Bench-stable and moisture-tolerant, it integrates readily into ligand design and catalytic systems requiring rigid, electron-deficient scaffolds.

Application

(1S,2S)-rel-2-(Pyridin-2-yl)cyclopropane-1-carboxylic acid serves as a conformationally constrained chiral building block for medicinal chemistry and catalytic synthesis. Its rigid cyclopropane core imparts defined stereochemistry, while the pyridyl and carboxylic acid functionalities enable diverse transformations—facilitating amide coupling, metal coordination, or further functionalization in API-relevant scaffolds. The compound exhibits excellent bench stability and is readily purified by standard chromatographic methods.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   1.2697
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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