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CS-W001157 4
Total: USD 88.00

(R)-4-Isopropyloxazolidin-2-one

  • CAS No. 95530-58-8

  • Cat. No. CS-W002320
  • Purity≥98%
  • MDL No.MFCD00075172

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

(R)-4-Isopropyloxazolidin-2-one|CS-W002320

Structure of 95530-58-8

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General Information

  • CAS No. 95530-58-8
  • Cat. No. CS-W002320
  • Purity ≥98%
  • MDL No. MFCD00075172
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₁NO₂
  • Molecular Weight 129.16
  • Synonym(s) None
  • SMILES CC([C@@H]1COC(=O)N1)C

Description

(R)-4-Isopropyloxazolidin-2-one is a chiral synthon featuring a stereodefined oxazolidinone core that enables asymmetric induction in synthetic transformations. This bench-stable heterocycle integrates readily into enantioselective catalysis and peptide backbone modifications, offering predictable stereocontrol through its rigid cyclic framework and defined C4 substituent.

Application

(R)-4-Isopropyloxazolidin-2-one serves as a robust chiral auxiliary in asymmetric synthesis, enabling high diastereoselective enolization and alkylation reactions. Its bench-stable nature and compatibility with a range of functional groups facilitate efficient construction of α-amino acid derivatives and other stereodefined intermediates. Widely employed in medicinal chemistry workflows, it functions as a reliable scaffold for C–H activation and coupling processes.

Synthesis

  • Route1
    • In-stock
      D-Valinol|CS-D0610
      4276-09-9
    • null|null
      124-38-9
    • ~83%
    • In-stock
      (R)-4-Isopropyloxazolidin-2-one|CS-W002320
      95530-58-8

    References

    • Casadei, M. Antonietta; Feroci, Marta; Inesi, Achille; Rossi, Leucio; Sotgiu, Giovanni Journal of Organic Chemistry, 2000 , vol. 65, # 15 p. 4759 - 4761
  • Route2
    • In-stock
      D-Valinol|CS-D0610
      4276-09-9
    • null|null
      201230-82-2
    • ~76%
    • In-stock
      (R)-4-Isopropyloxazolidin-2-one|CS-W002320
      95530-58-8

    References

    • Chiarotto, Isabella; Feroci, Marta Tetrahedron Letters, 2001 , vol. 42, # 20 p. 3451 - 3453
  • Route3

    References

    • Matsunaga, Hirofumi; Ishizuka, Tadao; Kunieda, Takehisa Tetrahedron, 1997 , vol. 53, # 4 p. 1275 - 1294

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.33
  • LogP   0.7508
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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