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(S)-4-Benzyl-2-(pyridin-2-yl)-4,5-dihydrooxazole

  • CAS No. 108915-08-8

  • Cat. No. CS-0086891
  • Purity≥95%
  • MDL No.MFCD30187472

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

(S)-4-Benzyl-2-(pyridin-2-yl)-4,5-dihydrooxazole|CS-0086891

Structure of 108915-08-8

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General Information

  • CAS No. 108915-08-8
  • Cat. No. CS-0086891
  • Purity ≥95%
  • MDL No. MFCD30187472
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₄N₂O
  • Molecular Weight 238.28
  • Synonym(s) (S)-4-Benzyl-2-(pyridin-2-yl)-4,5-dihydrooxazole
  • SMILES C1(C2=N[C@@H](CC3=CC=CC=C3)CO2)=NC=CC=C1

Description

(S)-Bn-Pyox is a bench-stable chiral building block featuring a pyrrolidin-2-one core with a benzyl group at the stereogenic center. This configuration enables selective asymmetric synthesis in medicinal chemistry, particularly for nitrogen-containing heterocycles. The moiety integrates cleanly into peptide-like scaffolds and facilitates stereocontrolled functionalization under mild conditions.

Application

(S)-Bn-Pyox serves as a robust chiral auxiliary in asymmetric synthesis, enabling high diastereoselective enolate alkylations and aldol reactions. Its benzyl-protected pyrrolidine oxazoline framework offers excellent bench stability, facile removal under mild conditions, and broad functional group tolerance. This configuration facilitates reliable stereocontrol in the construction of complex carbocyclic and heterocyclic intermediates relevant to medicinal chemistry and natural product synthesis.

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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   34.48
  • LogP   2.4697
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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