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CS-W001157 4
Total: USD 88.00

(R)-4-tert-Butyl-2-oxazolidinone

  • CAS No. 142618-93-7

  • Cat. No. CS-0097463
  • Purity≥98%
  • MDL No.None

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

(R)-4-tert-Butyl-2-oxazolidinone|CS-0097463

Structure of 142618-93-7

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General Information

  • CAS No. 142618-93-7
  • Cat. No. CS-0097463
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₃NO₂
  • Molecular Weight 143.18
  • Synonym(s) (4R)-4-tert-butyl-1,3-oxazolidin-2-one
  • SMILES O=C1N[C@H](C(C)(C)C)CO1

Description

(R)-4-tert-Butyl-2-oxazolidinone is a bench-stable chiral auxiliary featuring a sterically hindered tert-butyl group that enhances configurational stability. This oxazolidinone integrates readily into asymmetric synthesis, enabling high diastereoselective transformations in natural product and pharmaceutical development.

Application

(R)-4-tert-Butyl-2-oxazolidinone serves as a robust chiral auxiliary in asymmetric synthesis, enabling stereoselective enolate formation and subsequent C–C bond construction. Its bench-stable, crystalline nature facilitates straightforward handling and purification. The oxazolidinone core exhibits excellent functional group tolerance and reliably delivers high diastereoselectivity in alkylation and aldol reactions, making it a practical choice for iterative synthetic strategies in medicinal chemistry and natural product synthesis.

Synthesis

  • Route1
    • null|null
      541-41-3
    • In-stock
      2-Amino-3,3-dimethylbutan-1-ol|CS-0072424
      3907-02-6
    • ~80%
    • In-stock
      (R)-4-tert-Butyl-2-oxazolidinone|CS-0097463
      142618-93-7

    References

    • Degussa Aktiengesellschaft Patent: US5723667 A1, 1998 ;
  • Route2

    References

    • Matsunaga, Hirofumi; Ishizuka, Tadao; Kunieda, Takehisa Tetrahedron, 1997 , vol. 53, # 4 p. 1275 - 1294
  • Route3
    • null|null
      750594-78-6
    • ~72%
    • In-stock
      (R)-4-tert-Butyl-2-oxazolidinone|CS-0097463
      142618-93-7

    References

    • Spino, Claude; Tremblay, Marie-Claude; Gobdout, Cedrickx Organic Letters, 2004 , vol. 6, # 16 p. 2801 - 2804

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.33
  • LogP   1.1409
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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