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CS-W001157 4
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2',3',5',6'-Tetrahydrospiro[indoline-3,4'-pyran]-2-one

  • CAS No. 304876-29-7

  • Cat. No. CS-0042639
  • Purity≥97%
  • MDL No.MFCD11935879

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

2',3',5',6'-Tetrahydrospiro[indoline-3,4'-pyran]-2-one|CS-0042639

Structure of 304876-29-7

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General Information

  • CAS No. 304876-29-7
  • Cat. No. CS-0042639
  • Purity ≥97%
  • MDL No. MFCD11935879
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₃NO₂
  • Molecular Weight 203.24
  • Synonym(s) None
  • SMILES O=C1NC2=C(C=CC=C2)C13CCOCC3

Description

This spirocyclic ketone features a rigid, fused indoline-pyran scaffold with enhanced stability and defined stereochemistry. The tetrahydro substitution pattern enhances solubility and metabolic resistance, making it suitable for medicinal chemistry applications. Its constrained geometry supports precise molecular recognition in target engagement studies.

Application

2',3',5',6'-Tetrahydrospiro[indoline-3,4'-pyran]-2-one serves as a versatile scaffold in medicinal chemistry, enabling the construction of complex heterocyclic architectures through well-established transformations. Its spirocyclic core offers enhanced rigidity and three-dimensional character, facilitating favorable binding interactions in target-directed synthesis. The molecule exhibits bench stability and tolerates diverse functional groups, simplifying purification and downstream derivatization in standard organic workflows.

Synthesis

  • Route1
    • null|null
      1422148-79-5
    • ~45%
    • In-stock
      2',3',5',6'-Tetrahydrospiro[indoline-3,4'-pyran]-2-one|CS-0042639
      304876-29-7

    References

    • Jhan, Yu-Huei; Kang, Ting-Wei; Hsieh, Jen-Chieh Tetrahedron Letters, 2013 , vol. 54, # 9 p. 1155 - 1159
  • Route2
    • 4-(2-Bromophenyl)tetrahydro-2h-pyran-4-carbonitrile|CS-0269521
      1368722-46-6
    • ~87%
    • In-stock
      2',3',5',6'-Tetrahydrospiro[indoline-3,4'-pyran]-2-one|CS-0042639
      304876-29-7

    References

    • Hsieh, Jen-Chieh; Cheng, An-Yi; Fu, Jun-Hao; Kang, Ting-Wei Organic and Biomolecular Chemistry, 2012 , vol. 10, # 31 p. 6404 - 6409
  • Route3

    References

    • MERCK and CO., INC. Patent: WO2006/31610 A2, 2006 ; Location in patent: Page/Page column 69 ; WO 2006/031610 A2

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

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Computational Chemistry Data

  • TPSA   38.33
  • LogP   1.6869
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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