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Benzyl 3-formylpyrrolidine-1-carboxylate

  • CAS No. 276872-86-7

  • Cat. No. CS-0041769
  • Purity≥97%
  • MDL No.MFCD05861538

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

Benzyl 3-formylpyrrolidine-1-carboxylate|CS-0041769

Structure of 276872-86-7

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General Information

  • CAS No. 276872-86-7
  • Cat. No. CS-0041769
  • Purity ≥97%
  • MDL No. MFCD05861538
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₅NO₃
  • Molecular Weight 233.26
  • Synonym(s) 1-Benzyloxycarbonylpyrrolidine-3-Carboxaldehyde
  • SMILES O=C(N1CC(C=O)CC1)OCC2=CC=CC=C2

Description

Benzyl 3-formylpyrrolidine-1-carboxylate features a pyrrolidine core with a formyl group at the 3-position and a benzyl ester handle, enabling direct incorporation into diverse synthetic sequences. The aldehyde functionality offers high reactivity for imine formation, while the bench-stable ester permits straightforward deprotection under standard conditions. This bifunctional scaffold supports rapid access to nitrogen-containing heterocycles and bioactive analogs in medicinal chemistry workflows.

Application

Benzyl 3-formylpyrrolidine-1-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to nitrogen-containing heterocycles and bioactive scaffolds. The aldehyde functionality facilitates reductive amination, Mannich reactions, and conjugate additions, while the benzyl ester offers convenient orthogonal deprotection under mild hydrogenolysis conditions. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for iterative synthesis and medicinal chemistry applications.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 8 p. 2150 - 2155
  • Route2
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      501-53-1
    • ~%
    • In-stock
      Benzyl 3-formylpyrrolidine-1-carboxylate|CS-0041769
      276872-86-7

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 8 p. 2150 - 2155
  • Route3
    • 1-Benzyl3-ethylpyrrolidine-1,3-dicarboxylate|CS-0172342
      848413-99-0
    • ~%
    • In-stock
      Benzyl 3-formylpyrrolidine-1-carboxylate|CS-0041769
      276872-86-7

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 8 p. 2150 - 2155

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   46.61
  • LogP   1.844
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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