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CS-W001157 4
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tert-Butyl 6-bromo-2-oxo-1,2-dihydrospiro[indole-3,4'-piperidine]-1'-carboxylate

  • CAS No. 1160247-29-9

  • Cat. No. CS-0036789
  • Purity≥97%
  • MDL No.None

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

tert-Butyl 6-bromo-2-oxo-1,2-dihydrospiro[indole-3,4'-piperidine]-1'-carboxylate|CS-0036789

Structure of 1160247-29-9

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General Information

  • CAS No. 1160247-29-9
  • Cat. No. CS-0036789
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₂₁BrN₂O₃
  • Molecular Weight 381.26
  • Synonym(s) tert-Butyl 6-broMo-2-oxospiro[indoline-3,4'-piperidine]-1'-carboxylate
  • SMILES CC(C)(C)OC(=O)N1CCC2(CC1)C3=CC=C(C=C3NC2=O)Br

Description

tert-Butyl 6-bromo-2-oxo-1,2-dihydrospiro[indole-3,4'-piperidine]-1'-carboxylate features a spirocyclic scaffold integrating an indole and piperidine ring system, with a brominated C6 position enabling downstream functionalization. The tert-butyl ester group provides stability and ease of manipulation under standard conditions. This compound serves as a key intermediate in the synthesis of complex alkaloid architectures and bioactive molecules.

Application

tert-Butyl 6-bromo-2-oxo-1,2-dihydrospiro[indole-3,4'-piperidine]-1'-carboxylate serves as a versatile spirocyclic scaffold for medicinal chemistry campaigns, enabling efficient access to indole-piperidine hybrids. The bromine atom facilitates late-stage functionalization via palladium-catalyzed cross-coupling, while the protected piperidine nitrogen and oxo group offer orthogonal reactivity. Bench-stable and amenable to purification by flash chromatography, it functions as a key building block in the synthesis of bioactive heterocycles and targeted API candidates.

Synthesis

  • Route1
    • In-stock
      6-Bromooxindole|CS-W008941
      99365-40-9
    • null|null
      118753-70-1
    • ~22%
    • In-stock
      tert-Butyl 6-bromo-2-oxo-1,2-dihydrospiro[indole-3,4'-piperidine]-1'-carboxylate|CS-0036789
      1160247-29-9

    References

    • Laboratorios Almirall, S.A. Patent: EP2108641 A1, 2009 ; Location in patent: Page/Page column 34 ;

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   58.64
  • LogP   3.6699
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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