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tert-Butyl 3-(aminomethyl)pyrrolidine-1-carboxylate

  • CAS No. 270912-72-6

  • Cat. No. CS-D0664
  • Purity≥98%
  • MDL No.MFCD01861798

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

tert-Butyl 3-(aminomethyl)pyrrolidine-1-carboxylate|CS-D0664

Structure of 270912-72-6

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General Information

  • CAS No. 270912-72-6
  • Cat. No. CS-D0664
  • Purity ≥98%
  • MDL No. MFCD01861798
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₂₀N₂O₂
  • Molecular Weight 200.28
  • Synonym(s) 1-Boc-3-(aminomethyl)-pyrrolidine
  • SMILES O=C(N1CC(CN)CC1)OC(C)(C)C

Description

tert-Butyl 3-(aminomethyl)pyrrolidine-1-carboxylate delivers a protected amine functionality with enhanced solubility and stability under standard conditions. The pyrrolidine core integrates readily into complex molecular architectures, while the tert-butyl ester group enables straightforward deprotection. This scaffold serves as a key intermediate in medicinal chemistry for accessing bioactive heterocycles.

Application

tert-Butyl 3-(aminomethyl)pyrrolidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling the efficient construction of pyrrolidine-containing scaffolds. The protected amine and pendant aldehyde functionality facilitate reductive amination, coupling reactions, and cyclization protocols. Its bench-stable tert-butyl carbamate group simplifies purification and allows orthogonal deprotection, making it well-suited for iterative synthesis workflows.

Synthesis

  • Route1
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • pyrrolidin-3-ylmethanamine|CS-0030306
      67318-88-1
    • ~82%
    • In-stock
      tert-Butyl 3-(aminomethyl)pyrrolidine-1-carboxylate|CS-D0664
      270912-72-6

    References

    • Syntex (U.S.A.) Inc. Patent: US6166015 A1, 2000 ; US 6166015 A
  • Route2
    • null|null
      1301188-94-2
    • ~%
    • In-stock
      tert-Butyl 3-(aminomethyl)pyrrolidine-1-carboxylate|CS-D0664
      270912-72-6

    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 50 ;
  • Route3

    References

    • MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A. Patent: WO2014/52365 A1, 2014 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3082
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H319-H410
Precautionary Statements : P264-P270-P273-P280-P330-P391-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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