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CS-W001157 4
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3-((tert-Butoxycarbonyl)(methyl)amino)propanoic acid

  • CAS No. 124072-61-3

  • Cat. No. CS-W004833
  • Purity≥97%
  • MDL No.MFCD03490508

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

3-((tert-Butoxycarbonyl)(methyl)amino)propanoic acid|CS-W004833

Structure of 124072-61-3

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General Information

  • CAS No. 124072-61-3
  • Cat. No. CS-W004833
  • Purity ≥97%
  • MDL No. MFCD03490508
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇NO₄
  • Molecular Weight 203.24
  • Synonym(s) N-Boc-N-methyl-b-alanine
  • SMILES O=C(O)CCN(C(OC(C)(C)C)=O)C

Description

This protected amino acid derivative features a tert-butoxycarbonyl group for selective N-terminal protection and a methylamino side chain, enabling straightforward incorporation into peptide synthesis. The ester-linked Boc moiety offers stability under standard conditions while allowing facile deprotection with mild acid, streamlining the assembly of complex peptide sequences.

Application

3-((tert-Butoxycarbonyl)(methyl)amino)propanoic acid serves as a versatile amino acid derivative for peptide synthesis, enabling the introduction of N-alkylated side chains with enhanced metabolic stability. The tert-butyl ester group provides excellent bench stability and orthogonal protection, allowing selective deprotection under mild acidic conditions. Its methylated amine functionality facilitates efficient coupling reactions and supports the construction of complex peptide architectures, including constrained analogs and bioactive scaffolds.

Synthesis

  • Route1
    • In-stock
      Boc-β-Ala-OH|CS-W015947
      3303-84-2
    • null|null
      74-88-4
    • ~99%
    • In-stock
      3-((tert-Butoxycarbonyl)(methyl)amino)propanoic acid|CS-W004833
      124072-61-3

    References

    • GRÜNENTHAL GMBH; SCHUNK, Stefan; REICH, Melanie; STEINHAGEN, Henning; DAMANN, Nils; SKONE, Philip; HAMLYN, Richard; KIRBY, Robert; ROGERS, Marc; SUTTON, Kathy Patent: WO2014/32801 A1, 2014 ; Location in patent: Page/Page column 157 ;
  • Route2
    • null|null
      54424-07-6
    • ~98%
    • In-stock
      3-((tert-Butoxycarbonyl)(methyl)amino)propanoic acid|CS-W004833
      124072-61-3

    References

    • SHIONOGI and CO., LTD. Patent: EP1422218 A1, 2004 ; Location in patent: Page 86 ;
  • Route3

    References

    • Lv, Jinglei; Li, Ji; Zhang-Negrerie, Daisy; Shang, Siyun; Gao, Qingzhi; Du, Yunfei; Zhao, Kang Organic and Biomolecular Chemistry, 2013 , vol. 11, # 12 p. 1929 - 1932

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   66.84
  • LogP   1.328
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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