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(S)-2-(3-((tert-butoxycarbonyl)amino)-2-oxoazepan-1-yl)acetic acid

  • CAS No. 79839-29-5

  • Cat. No. CS-0455800
  • Purity≥98%
  • MDL No.None

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

(S)-2-(3-((tert-butoxycarbonyl)amino)-2-oxoazepan-1-yl)acetic acid|CS-0455800

Structure of 79839-29-5

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General Information

  • CAS No. 79839-29-5
  • Cat. No. CS-0455800
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₂N₂O₅
  • Molecular Weight 286.32
  • Synonym(s) BOC-(3S)-3-AMINO-1-CARBOXYMETHYLCAPROLACTAME
  • SMILES CC(C)(OC(N[C@H]1CCCCN(C1=O)CC(O)=O)=O)C

Description

This chiral azepane-containing amino acid derivative features a protected amine and carboxylic acid functional group, enabling direct incorporation into peptide synthesis workflows. The tert-butyl carbamate moiety provides stability and orthogonal protection, while the (S)-configuration ensures stereochemical fidelity in downstream conjugation.

Application

(S)-2-(3-((tert-butoxycarbonyl)amino)-2-oxoazepan-1-yl)acetic acid serves as a versatile chiral building block for the synthesis of bioactive azepane-containing scaffolds. The protected amine and carboxylic acid functionalities enable orthogonal functionalization, while the tert-butyl carbamate group ensures bench stability and compatibility with standard peptide coupling protocols. This compound facilitates efficient access to complex heterocyclic systems via established cyclization and deprotection sequences.

Synthesis

  • Route1
    • null|null
      93961-02-5
    • ~96%
    • In-stock
      (S)-2-(3-((tert-butoxycarbonyl)amino)-2-oxoazepan-1-yl)acetic acid|CS-0455800
      79839-29-5

    References

    • Amblard, Muriel; Daffix, Isabelle; Berge, Gilbert; Calmes, Monique; Dodey, Pierre; Pruneau, Didier; Paquet, Jean-Luc; Luccarini, Jean-Michel; Belichard, Pierre; Martinez, Jean Journal of Medicinal Chemistry, 1999 , vol. 42, # 20 p. 4193 - 4201
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 42, # 20 p. 4193 - 4201
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 42, # 20 p. 4193 - 4201

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   95.94
  • LogP   0.9768
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   3

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