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1,1-Dimethylethyl 2-oxo-1-pyrrolidinecarboxylate

  • CAS No. 85909-08-6

  • Cat. No. CS-0181165
  • Purity≥95%
  • MDL No.MFCD00674099

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

1,1-Dimethylethyl 2-oxo-1-pyrrolidinecarboxylate|CS-0181165

Structure of 85909-08-6

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General Information

  • CAS No. 85909-08-6
  • Cat. No. CS-0181165
  • Purity ≥95%
  • MDL No. MFCD00674099
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₅NO₃
  • Molecular Weight 185.22
  • Synonym(s) Tert-butyl 2-oxopyrrolidine-1-carboxylate
  • SMILES O=C(N1C(CCC1)=O)OC(C)(C)C

Description

This bench-stable, moisture-tolerant pyrrolidinone ester features a tert-butyl-protected carbonyl group that enables straightforward deprotection under mild acidic conditions. The electron-deficient pyrrolidinone ring facilitates nucleophilic addition reactions, making it a valuable intermediate in the synthesis of bioactive heterocycles and peptide mimetics.

Synthesis

  • Route1
    • null|null
      616-45-5
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • ~10%
    • In-stock
      1,1-Dimethylethyl 2-oxo-1-pyrrolidinecarboxylate|CS-0181165
      85909-08-6

    References

    • Banfi, Luca; Basso, Andrea; Cerulli, Valentina; Guanti, Giuseppe; Riva, Renata Journal of Organic Chemistry, 2008 , vol. 73, # 4 p. 1608 - 1611
  • Route2
    • tert-Butyl pent-4-en-1-ylcarbamate|CS-0073611
      202925-92-6
    • ~78%
    • In-stock
      1,1-Dimethylethyl 2-oxo-1-pyrrolidinecarboxylate|CS-0181165
      85909-08-6

    References

    • Huang, Wei; Ma, Jing-Yi; Yuan, Mu; Xu, Long-Fei; Wei, Bang-Guo Tetrahedron, 2011 , vol. 67, # 40 p. 7829 - 7837
  • Route3

    References

    • Babu, Beneesh P.; Endo, Yoshinori; Baeckvall, Jan-E. Chemistry--A European Journal, 2012 , vol. 18, # 37 p. 11524 - 11527,4

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   46.61
  • LogP   1.5439
  • H_Acceptors   3
  • H_Donors   H_Donors:
  • Rotatable_Bonds   Rotatable_Bonds:

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