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CS-W001157 4
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(R)-4-((1H-indol-3-yl)methyl)oxazolidin-2-one

  • CAS No. 157636-81-2

  • Cat. No. CS-0138919
  • Purity≥97%
  • MDL No.None

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

(R)-4-((1H-indol-3-yl)methyl)oxazolidin-2-one|CS-0138919

Structure of 157636-81-2

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General Information

  • CAS No. 157636-81-2
  • Cat. No. CS-0138919
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₂N₂O₂
  • Molecular Weight 216.24
  • Synonym(s) (R)-(-)-4-(1H-Indol-3-ylmethyl)-2-oxazolidinone
  • SMILES O=C1OC[C@@H](CC2=CNC3=C2C=CC=C3)N1

Description

(R)-4-((1H-indol-3-yl)methyl)oxazolidin-2-one is a chiral oxazolidinone scaffold featuring a rigid indole moiety linked via a methylene bridge. This configuration imparts high stereocontrol in asymmetric synthesis, particularly in enantioselective catalysis and peptide bond formation. The compound exhibits excellent stability under standard bench conditions and demonstrates favorable solubility in common organic solvents, enabling straightforward integration into complex reaction sequences.

Application

(R)-4-((1H-indol-3-yl)methyl)oxazolidin-2-one serves as a chiral building block for indole-containing pharmaceutical intermediates, enabling stereoselective synthesis of bioactive molecules. Its oxazolidinone core provides robust functional group tolerance and facilitates asymmetric transformations, while the indole moiety offers a privileged scaffold in medicinal chemistry. The compound exhibits excellent bench stability and is amenable to standard purification methods, making it suitable for scalable synthesis and process development.

Safety Information

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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

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Computational Chemistry Data

  • TPSA   54.12
  • LogP   1.8188
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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