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CS-W001157 4
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tert-Butyl 8-aminooctanoate

  • CAS No. 102522-32-7

  • Cat. No. CS-0058999
  • Purity≥95%
  • MDL No.MFCD24624132

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

tert-Butyl 8-aminooctanoate|CS-0058999

Structure of 102522-32-7

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General Information

  • CAS No. 102522-32-7
  • Cat. No. CS-0058999
  • Purity ≥95%
  • MDL No. MFCD24624132
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₅NO₂
  • Molecular Weight 215.34
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)CCCCCCCN

Description

tert-Butyl 8-aminooctanoate features a protected primary amine group flanked by a long aliphatic chain, enabling its use in peptide backbone modification and macrocyclic scaffold synthesis. This bench-stable derivative facilitates efficient coupling reactions under standard conditions, offering enhanced solubility in organic solvents compared to the parent amine.

Application

tert-Butyl 8-aminooctanoate serves as a versatile bifunctional building block in synthetic organic chemistry, enabling straightforward access to amine-containing aliphatic scaffolds. The tert-butyl ester group provides excellent bench stability and facilitates mild acidic deprotection, while the primary amine supports diverse functionalization via acylation, alkylation, or coupling reactions. This compound functions effectively in peptide-like chain extensions and is compatible with standard protecting group strategies, making it valuable for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Depecker, Geoffrey; Schwergold, Caroline; Di Giorgio, Christophe; Patino, Nadia; Condom, Roger Tetrahedron Letters, 2001 , vol. 42, # 47 p. 8303 - 8306

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 2735
Class : 8
Packing Group : Ⅲ
Hazard Statements : H315-H318-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   52.32
  • LogP   2.6274
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   7

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