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CS-W001157 4
Total: USD 88.00

5,5-Dimethyl-1,3-oxazolidin-2-one

  • CAS No. 1121-83-1

  • Cat. No. CS-0139215
  • Molecule weight115.13
  • Purity≥97%
  • MDL No.None

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

5,5-Dimethyl-1,3-oxazolidin-2-one|CS-0139215

Structure of 1121-83-1

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General Information

  • CAS No. 1121-83-1
  • Cat. No. CS-0139215
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉NO₂
  • Molecular Weight 115.13
  • Synonym(s) 2-Oxazolidinone, 5,5-dimethyl-
  • SMILES O=C1OC(C)(C)CN1

Description

5,5-Dimethyl-1,3-oxazolidin-2-one delivers a stable, moisture-tolerant heterocyclic scaffold ideal for coupling reactions in synthetic and medicinal chemistry. Its electron-deficient carbonyl moiety enables efficient nucleophilic addition, while the sterically hindered dimethyl substitution enhances kinetic stability under standard conditions.

Application

5,5-Dimethyl-1,3-oxazolidin-2-one serves as a stable, bench-ready chiral synthon for asymmetric synthesis, enabling efficient enantioselective transformations via its reactive carbonyl and nitrogen functionalities. Its rigid cyclic structure facilitates stereoselective additions and functions as a key building block in the construction of heterocyclic scaffolds. The dimethyl substitution enhances solubility and stability, simplifying purification and handling in multistep sequences.

Synthesis

  • Route1
    • In-stock
      1-Amino-2-methylpropan-2-ol|CS-W008799
      2854-16-2
    • null|null
      530-62-1
    • ~89%
    • In-stock
      5,5-Dimethyl-1,3-oxazolidin-2-one|CS-0139215
      1121-83-1

    References

    • ASTEX THERAPEUTICS LIMITED; CHESSARI, Gianni; JOHNSON, Christopher Norbert; PAGE, Lee William; BUCK, Ildiko Maria; DAY, James Edward Harvey; HOWARD, Steven; SAXTY, Gordon; MURRAY, Christopher William; HOPKINS, Anna Patent: WO2014/60767 A1, 2014 ; Location in patent: Page/Page column 120 ;
  • Route2

    References

    • Jones, Simon; Smanmoo, Chaiwat Tetrahedron Letters, 2004 , vol. 45, # 8 p. 1585 - 1588
  • Route3

    References

    • Lebel, Helene; Kim, Huard Organic Letters, 2007 , vol. 9, # 4 p. 639 - 642

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.33
  • LogP   0.5048
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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