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5-(tert-Butyl) 1-ethyl 3-amino-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate

  • CAS No. 398495-65-3

  • Cat. No. CS-0088966
  • Purity≥97%
  • MDL No.MFCD08061258

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

5-(tert-Butyl) 1-ethyl 3-amino-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate|CS-0088966

Structure of 398495-65-3

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General Information

  • CAS No. 398495-65-3
  • Cat. No. CS-0088966
  • Purity ≥97%
  • MDL No. MFCD08061258
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₀N₄O₄
  • Molecular Weight 296.32
  • Synonym(s) 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate
  • SMILES O=C(N1N=C(N)C2=C1CN(C(OC(C)(C)C)=O)C2)OCC

Description

This 5-(tert-butyl) 1-ethyl 3-amino-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate features a sterically shielded tert-butyl group and a bench-stable dihydropyrrolopyrazole core, enabling efficient incorporation into complex heterocyclic scaffolds. The amino and ester functionalities provide versatile handles for downstream derivatization in medicinal chemistry and materials science applications.

Application

5-(tert-Butyl) 1-ethyl 3-amino-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate serves as a versatile heterocyclic building block for medicinal chemistry and synthetic organic applications. The molecule combines a stable tert-butyl group with a reactive amino functionality and two ester handles, enabling selective derivatization. Its dihydropyrrolopyrazole core provides a rigid scaffold suitable for transition metal-catalyzed coupling reactions and functional group interconversions. Bench-stable and readily purified by standard chromatography, it facilitates efficient access to complex nitrogen-containing architectures in API development workflows.

Synthesis

  • Route1
    • In-stock
      tert-Butyl 3-amino-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate|CS-W004901
      398491-59-3
    • null|null
      541-41-3
    • ~69%
    • In-stock
      5-(tert-Butyl) 1-ethyl 3-amino-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate|CS-0088966
      398495-65-3

    References

    • PHARMACIA ITALIA S.P.A. Patent: WO2004/80457 A1, 2004 ; Location in patent: Page/Page column 28-29 ; WO 2004/080457 A1
  • Route2
    • Methyl 2-{[(tert-butoxy)carbonyl](2-cyanoethyl)aminoacetate|CS-0757087
      266353-19-9
    • ~%
    • In-stock
      5-(tert-Butyl) 1-ethyl 3-amino-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate|CS-0088966
      398495-65-3

    References

    • Fancelli, Daniele; Berta, Daniela; Bindi, Simona; Cameron, Alexander; Cappella, Paolo; Carpinelli, Patrizia; Catana, Cornel; Forte, Barbara; Giordano, Patrizia; Giorgini, Maria Laura; Mantegani, Sergio; Marsiglio, Aurelio; Meroni, Maurizio; Moll, Juergen; Pittala, Valeria; Roletto, Fulvia; Severino, Dino; Soncini, Chiara; Storici, Paola; Tonani, Roberto; Varasi, Mario; Vulpetti, Anna; Vianello, Paola Journal of Medicinal Chemistry, 2005 , vol. 48, # 8 p. 3080 - 3084
  • Route3
    • N-(2-Cyanoethyl)glycine|CS-0201685
      3088-42-4
    • ~%
    • In-stock
      5-(tert-Butyl) 1-ethyl 3-amino-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate|CS-0088966
      398495-65-3

    References

    • Fancelli, Daniele; Berta, Daniela; Bindi, Simona; Cameron, Alexander; Cappella, Paolo; Carpinelli, Patrizia; Catana, Cornel; Forte, Barbara; Giordano, Patrizia; Giorgini, Maria Laura; Mantegani, Sergio; Marsiglio, Aurelio; Meroni, Maurizio; Moll, Juergen; Pittala, Valeria; Roletto, Fulvia; Severino, Dino; Soncini, Chiara; Storici, Paola; Tonani, Roberto; Varasi, Mario; Vulpetti, Anna; Vianello, Paola Journal of Medicinal Chemistry, 2005 , vol. 48, # 8 p. 3080 - 3084

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

Quality Control

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Computational Chemistry Data

  • TPSA   99.68
  • LogP   1.7206
  • H_Acceptors   7
  • H_Donors   1
  • Rotatable_Bonds   1

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