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CS-W001157 4
Total: USD 88.00

(S)-1-Boc-3-(aminomethyl)pyrrolidine

  • CAS No. 199175-10-5

  • Cat. No. CS-W008927
  • Purity≥97%
  • MDL No.MFCD02179397

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

(S)-1-Boc-3-(aminomethyl)pyrrolidine|CS-W008927

Structure of 199175-10-5

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General Information

  • CAS No. 199175-10-5
  • Cat. No. CS-W008927
  • Purity ≥97%
  • MDL No. MFCD02179397
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₂₀N₂O₂
  • Molecular Weight 200.28
  • Synonym(s) tert-butyl (3S)-3-(aminomethyl)pyrrolidine-1-carboxylate
  • SMILES O=C(OC(C)(C)C)N(CC1)C[C@@H]1CN

Description

(S)-1-Boc-3-(aminomethyl)pyrrolidine is a chiral pyrrolidine derivative featuring a protected primary amine and a Boc group at the nitrogen. This configuration enables direct incorporation into peptide-like scaffolds, offering enhanced solubility and stability in synthetic workflows. The pendant aminomethyl functionality facilitates conjugation or further functionalization under mild conditions.

Application

(S)-1-Boc-3-(aminomethyl)pyrrolidine serves as a versatile chiral building block for the synthesis of bioactive molecules, enabling efficient access to pyrrolidine-containing scaffolds. Its Boc-protected amine and pendant primary amine facilitate sequential functionalization, while the stereochemical integrity supports enantioselective transformations. The compound exhibits excellent bench stability, ease of purification, and compatibility with standard coupling and reductive amination protocols in medicinal chemistry workflows.

Synthesis

  • Route1
    • (R)-1-Boc-3-cyanopyrrolidine|CS-W009075
      132945-76-7
    • ~94%
    • In-stock
      (S)-1-Boc-3-(aminomethyl)pyrrolidine|CS-W008927
      199175-10-5

    References

    • GLAXOSMITHKLINE LLC; DOCK, Steven, Thomas; MCSHERRY, Allison, K.; MOORE, Michael, Lee; RIDGERS, Lance, Howard; PARRISH, Cynthia, Ann Patent: WO2013/28445 A1, 2013 ; Location in patent: Page/Page column 51; 52 ;
  • Route2

    References

    • WO2012/37298 A1, ; WO 2012/037298 A1
  • Route3

    References

    • WO2012/37298 A1, ; WO 2012/037298 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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   55.56
  • LogP   1.2021
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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