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tert-Butyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate

  • CAS No. 398491-61-7

  • Cat. No. CS-0058573
  • Purity≥98%
  • MDL No.MFCD08275051

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

tert-Butyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate|CS-0058573

Structure of 398491-61-7

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General Information

  • CAS No. 398491-61-7
  • Cat. No. CS-0058573
  • Purity ≥98%
  • MDL No. MFCD08275051
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₀N₄O₂
  • Molecular Weight None
  • Synonym(s) Pyrrolo[3,4-c]pyrazole-5(1H)-carboxylicacid,3-amino-4,6-dihydro-6,6-dimethyl-,1,1-dimethylethyl ester
  • SMILES CC(C)(C)OC(N1C(C)(C)C(NN=C2N)=C2C1)=O

Description

tert-Butyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate features a sterically hindered dihydropyrrolopyrazole core with a bench-stable amino group and a moisture-tolerant tert-butyl ester. This scaffold integrates readily into diverse heterocyclic architectures, enabling efficient access to functionalized pyrrolopyrazole derivatives under standard conditions.

Application

tert-Butyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate serves as a versatile building block for heterocyclic synthesis, enabling efficient access to pyrrolopyrazole scaffolds prevalent in medicinal chemistry. The protected amine and dihydropyrrolopyrazole core exhibit excellent bench stability, tolerate diverse functional groups, and facilitate straightforward deprotection and coupling reactions in multi-step sequences.

Synthesis

  • Route1
    • 5-tert-Butyl 1-ethyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate|CS-M2485
      718632-47-4
    • ~76%
    • In-stock
      tert-Butyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate|CS-0058573
      398491-61-7

    References

    • WO2008/96260 A1, ; Page/Page column 43-44 ; WO 2008/096260 A1
  • Route2

    References

    • WO2013/91773 A1, ; Page/Page column 81 ;
  • Route3

    References

    • WO2013/91773 A1, ;

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P341-P312-P330-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   84.24
  • LogP   1.9777
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   0

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