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(2S)-N,N-dimethylpyrrolidine-2-carboxamide

  • CAS No. 29802-22-0

  • Cat. No. CS-0054687
  • Purity≥97%
  • MDL No.MFCD00083684

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

(2S)-N,N-dimethylpyrrolidine-2-carboxamide|CS-0054687

Structure of 29802-22-0

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General Information

  • CAS No. 29802-22-0
  • Cat. No. CS-0054687
  • Purity ≥97%
  • MDL No. MFCD00083684
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₄N₂O
  • Molecular Weight 142.20
  • Synonym(s) N,N-dimethyl-L-prolinamide
  • SMILES O=C([C@H]1NCCC1)N(C)C

Description

This chiral amide features a (2S)-configured pyrrolidine ring with N,N-dimethyl substitution, delivering enhanced solubility and metabolic stability. The rigid cyclic scaffold enables precise stereocontrol in asymmetric synthesis, while the dimethylamino group enhances nucleophilicity and facilitates downstream derivatization. Ideal for peptide mimetics and catalytic applications requiring defined stereochemistry.

Application

(2S)-N,N-dimethylpyrrolidine-2-carboxamide serves as a versatile chiral building block in medicinal chemistry, enabling the synthesis of bioactive molecules through established coupling and functionalization protocols. Its stability, favorable solubility, and compatibility with common reaction conditions facilitate efficient incorporation into peptide-like scaffolds and heterocyclic frameworks.

Synthesis

  • Route1
    • 3-(Trichloromethyl)tetrahydro-1H,3H-pyrrolo[1,2-c]oxazol-1-one|CS-0092698
      118916-60-2
    • null|null
      124-40-3
    • ~75%
    • In-stock
      (2S)-N,N-dimethylpyrrolidine-2-carboxamide|CS-0054687
      29802-22-0

    References

    • Amedjkouh, Mohamed; Ahlberg, Per Tetrahedron Asymmetry, 2002 , vol. 13, # 20 p. 2229 - 2234
  • Route2
    • Benzyl (S)-2-(dimethylcarbamoyl)pyrrolidine-1-carboxylate|CS-1168381
      42718-55-8
    • ~%
    • In-stock
      (2S)-N,N-dimethylpyrrolidine-2-carboxamide|CS-0054687
      29802-22-0

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 13, # 16 p. 2715 - 2718
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 13, # 16 p. 2715 - 2718

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

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Computational Chemistry Data

  • TPSA   32.34
  • LogP   -0.1734
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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