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CS-W001157 4
Total: USD 88.00

5-Phenyloxazolidin-2-one

  • CAS No. 7693-77-8

  • Cat. No. CS-0455553
  • Purity≥96%
  • MDL No.None

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

5-Phenyloxazolidin-2-one|CS-0455553

Structure of 7693-77-8

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General Information

  • CAS No. 7693-77-8
  • Cat. No. CS-0455553
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO₂
  • Molecular Weight 163.17
  • Synonym(s) 5-Phenyl-2-oxazolidinone
  • SMILES O=C1OC(CN1)C2=CC=CC=C2

Description

5-Phenyloxazolidin-2-one features a rigid oxazolidinone core fused to a phenyl ring, delivering enhanced structural stability and predictable reactivity. This bench-stable heterocycle serves as a key chiral scaffold in asymmetric synthesis, enabling efficient construction of complex molecular architectures through stereoselective transformations.

Application

5-Phenyloxazolidin-2-one serves as a versatile chiral synthon in asymmetric synthesis, enabling stereoselective transformations through its reactive carbonyl and C3 position. Its bench-stable nature and tolerance to diverse functional groups facilitate straightforward incorporation into complex molecular architectures. Functions as a key building block for heterocyclic scaffolds and peptide mimetics, particularly in medicinal chemistry applications requiring controlled stereochemistry and efficient derivatization.

Synthesis

  • Route1
    • null|null
      201230-82-2
    • null|null
      7568-93-6
    • ~82%
    • In-stock
      5-Phenyloxazolidin-2-one|CS-0455553
      7693-77-8

    References

    • Mizuno, Takumi; Takahashi, Junko; Ogawa, Akiya Tetrahedron, 2002 , vol. 58, # 39 p. 7805 - 7808
  • Route2
    • 2-Phenylaziridine|CS-0447108
      1499-00-9
    • null|null
      124-38-9
    • ~80%
    • In-stock
      5-Phenyloxazolidin-2-one|CS-0455553
      7693-77-8

    References

    • Watile, Rahul A.; Bagal, Dattatraya B.; Patil, Yogesh P.; Bhanage, Bhalchandra M. Tetrahedron Letters, 2011 , vol. 52, # 48 p. 6383 - 6387
  • Route3
    • null|null
      530-62-1
    • null|null
      7568-93-6
    • ~45%
    • In-stock
      5-Phenyloxazolidin-2-one|CS-0455553
      7693-77-8

    References

    • Cambridge Enterprise Limited; Kapadnis, Prashant Bhimrao; Glen, Robert; Hiley, Robin; Bell, James; Spring, David Patent: US2013/53372 A1, 2013 ; Location in patent: Paragraph 0611; 0612 ;

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   38.33
  • LogP   1.4675
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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