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CS-W001157 4
Total: USD 88.00

4-((tert-Butoxycarbonyl)(methyl)amino)butanoic acid

  • CAS No. 94994-39-5

  • Cat. No. CS-W005842
  • Purity≥98%
  • MDL No.MFCD09831984

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

4-((tert-Butoxycarbonyl)(methyl)amino)butanoic acid|CS-W005842

Structure of 94994-39-5

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General Information

  • CAS No. 94994-39-5
  • Cat. No. CS-W005842
  • Purity ≥98%
  • MDL No. MFCD09831984
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₄
  • Molecular Weight 217.27
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N(C)CCCC(=O)O

Description

This tert-butyl ester derivative features a protected amine and carboxylic acid handle, enabling straightforward incorporation into peptide synthesis. The Boc group ensures stability during manipulations, while the aliphatic chain supports efficient coupling reactions under standard conditions.

Application

4-((tert-Butoxycarbonyl)(methyl)amino)butanoic acid serves as a versatile building block for peptide synthesis and bioactive molecule construction. The Boc-protected amine enables orthogonal functionalization, while the terminal carboxylic acid facilitates coupling reactions under standard conditions. Its bench-stable nature and compatibility with common deprotection protocols make it ideal for iterative synthetic sequences in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • THERAVANCE, INC.; HUGHES, Adam; BYUN, Daniel; CHEN, Yan; FLEURY, Melissa; JACOBSEN, John, R.; STANGELAND, Eric, L.; WILSON, Richard, D.; YEN, Rose Patent: WO2010/123766 A1, 2010 ; Location in patent: Page/Page column 59 ; WO 2010/123766 A1
  • Route2

    References

    • Galakatos, Nicholas G.; Kemp, D. S. Journal of Organic Chemistry, 1985 , vol. 50, # 8 p. 1302 - 1304
  • Route3

    References

    • Bey, Philippe; Bolkenius, Frank N.; Seiler, Nikolaus; Casara, Patrick Journal of Medicinal Chemistry, 1985 , vol. 28, # 1 p. 1 - 2

Safety Information

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GHS Pictogram : N/A
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Hazard Statements : N/A
Precautionary Statements : N/A

Quality Control

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Computational Chemistry Data

  • TPSA   66.84
  • LogP   1.7181
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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