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(R)-3-Aminoazepan-2-one hydrochloride

  • CAS No. 26081-03-8

  • Cat. No. CS-0112895
  • Purity≥97%
  • MDL No.MFCD11840204

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

(R)-3-Aminoazepan-2-one hydrochloride|CS-0112895

Structure of 26081-03-8

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General Information

  • CAS No. 26081-03-8
  • Cat. No. CS-0112895
  • Purity ≥97%
  • MDL No. MFCD11840204
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₃ClN₂O
  • Molecular Weight 164.63
  • Synonym(s) 2H-Azepin-2-one, 3-aminohexahydro-, monohydrochloride, (3R)-
  • SMILES O=C1NCCCC[C@H]1N.Cl

Description

(R)-3-Aminoazepan-2-one hydrochloride is a stereochemically defined azepane scaffold featuring a primary amine and ketone at adjacent ring positions. This bench-stable, moisture-tolerant derivative serves as a key building block in the synthesis of bioactive heterocycles. The hydrochloride salt enhances solubility and handling in aqueous reaction media, enabling efficient integration into peptide-like sequences and medicinal chemistry campaigns.

Application

(R)-3-Aminoazepan-2-one hydrochloride serves as a valuable chiral building block in medicinal chemistry, enabling the synthesis of saturated nitrogen-containing heterocycles. Its amine and carbonyl functionalities support diverse transformations, including reductive amination and amide coupling, while the hydrochloride salt enhances solubility and stability for handling. This compound functions effectively in multi-step sequences requiring stereocontrol and offers predictable reactivity in standard synthetic workflows.

Synthesis

  • Route1

    References

    • BOARD OF TRUSTEES OF MICHIGAN STATE UNIVERSITY Patent: WO2005/123669 A1, 2005 ; Location in patent: Page/Page column 7-8 ;

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

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Computational Chemistry Data

  • TPSA   55.12
  • LogP   0.0356
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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