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CS-W001157 4
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(S)-2-(2-bromophenyl)-4-isopropyl-4,5-dihydrooxazole

  • CAS No. 148836-24-2

  • Cat. No. CS-0506375
  • Purity≥95%
  • MDL No.MFCD08234771

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

(S)-2-(2-bromophenyl)-4-isopropyl-4,5-dihydrooxazole|CS-0506375

Structure of 148836-24-2

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General Information

  • CAS No. 148836-24-2
  • Cat. No. CS-0506375
  • Purity ≥95%
  • MDL No. MFCD08234771
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₄BrNO
  • Molecular Weight 268.15
  • Synonym(s) 2-HYDROXY-6-METHYLNICOTINICACID
  • SMILES CC([C@@H]1N=C(C2=CC=CC=C2Br)OC1)C

Description

(S)-2-(2-bromophenyl)-4-isopropyl-4,5-dihydrooxazole is a chiral oxazole scaffold featuring a brominated phenyl group and sterically hindered isopropyl substituent. This configuration enables selective coupling in asymmetric synthesis, offering robust stability under standard conditions for use in medicinal chemistry and catalyst design.

Application

(S)-2-(2-Bromophenyl)-4-isopropyl-4,5-dihydrooxazole serves as a versatile chiral building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its pendant bromophenyl group enables palladium-catalyzed cross-coupling reactions, while the dihydrooxazole core provides structural rigidity and functional group tolerance. The compound exhibits bench stability and facilitates efficient access to complex scaffolds via standard synthetic transformations.

Synthesis

  • Route1
    • In-stock
      L-Valinol|CS-W020370
      2026-48-4
    • null|null
      2042-37-7
    • ~79%
    • In-stock
      (S)-2-(2-bromophenyl)-4-isopropyl-4,5-dihydrooxazole|CS-0506375
      148836-24-2

    References

    • Zhou, Qi-Lin; Pfaltz, Andreas Tetrahedron, 1994 , vol. 50, # 15 p. 4467 - 4478
  • Route2

    References

    • Peer, Markus; De Jong, Johannes C.; Kiefer, Matthias; Langer, Thomas; Rieck, Heiko; Schell, Heico; Sennhenn, Peter; Sprinz, Juergen; Steinhagen, Henning; Wiese, Burkhard; Helmchen, Guenter Tetrahedron, 1996 , vol. 52, # 21 p. 7547 - 7583
  • Route3

    References

    • Binda, Pascal I.; Abbina, Srinivas; Du, Guodong Synthesis, 2011 , # 16 art. no. M40611SS, p. 2609 - 2618

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   21.59
  • LogP   3.2505
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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