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CS-W001157 4
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tert-Butyl 2-oxoindoline-1-carboxylate

  • CAS No. 214610-10-3

  • Cat. No. CS-0038092
  • Purity≥97%
  • MDL No.MFCD09032873

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

tert-Butyl 2-oxoindoline-1-carboxylate|CS-0038092

Structure of 214610-10-3

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General Information

  • CAS No. 214610-10-3
  • Cat. No. CS-0038092
  • Purity ≥97%
  • MDL No. MFCD09032873
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₅NO₃
  • Molecular Weight 233.26
  • Synonym(s) tert-butyl 2-oxo-2,3-dihydroindole-1-carboxylate
  • SMILES O=C(N1C(CC2=C1C=CC=C2)=O)OC(C)(C)C

Description

tert-Butyl 2-oxoindoline-1-carboxylate features a bench-stable carbamate protecting group that enables reliable access to functionalized indoline scaffolds. The electron-deficient oxo group facilitates nucleophilic addition and cyclization reactions under mild conditions, while the tert-butyl moiety ensures compatibility with standard deprotection protocols. This compound serves as a key intermediate in the synthesis of biologically active indoline derivatives.

Application

tert-Butyl 2-oxoindoline-1-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to indoline scaffolds via reductive amination or catalytic hydrogenation. The tert-butyl carbamate group provides excellent stability and facilitates straightforward deprotection under mild acidic conditions. Its compatibility with diverse functional groups and utility in constructing biologically relevant heterocycles make it a practical choice for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Akai, Shuji; Tsujino, Toshiaki; Naka, Tadaatsu; Tanimoto, Kouichi; Kita, Yasuyuki Tetrahedron Letters, 2001 , vol. 42, # 41 p. 7315 - 7317
  • Route2
    • In-stock
      Oxindole|CS-M2997
      59-48-3
    • null|null
      1538-75-6
    • ~78%
    • In-stock
      tert-Butyl 2-oxoindoline-1-carboxylate|CS-0038092
      214610-10-3

    References

    • Arizpe, Alicia; Sayago, Francisco J.; Jimenez, Ana I.; Ordonez, Mario; Cativiela, Carlos European Journal of Organic Chemistry, 2011 , # 16 p. 3074 - 3081
  • Route3
    • null|null
      1026846-93-4
    • ~%
    • In-stock
      tert-Butyl 2-oxoindoline-1-carboxylate|CS-0038092
      214610-10-3

    References

    • Padwa, Albert; Wang, Qiu Journal of Organic Chemistry, 2006 , vol. 71, # 8 p. 3210 - 3220

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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.61
  • LogP   2.5108
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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