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CS-W001157 4
Total: USD 88.00

3-(Boc-amino)cyclohexanone

  • CAS No. 885280-38-6

  • Cat. No. CS-W003115
  • Purity≥97%
  • MDL No.MFCD03790905

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

3-(Boc-amino)cyclohexanone|CS-W003115

Structure of 885280-38-6

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General Information

  • CAS No. 885280-38-6
  • Cat. No. CS-W003115
  • Purity ≥97%
  • MDL No. MFCD03790905
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₃
  • Molecular Weight 213.27
  • Synonym(s) 3-N-Boc-aminocyclohexanone
  • SMILES O=C1CCCC(C1)NC(=O)OC(C)(C)C

Description

3-(Boc-amino)cyclohexanone features a sterically hindered cyclohexanone core bearing a Boc-protected amino group, enabling stable incorporation into peptide and heterocyclic syntheses. This bench-stable derivative facilitates selective functionalization at the carbonyl position while maintaining compatibility with standard deprotection protocols.

Application

3-(Boc-amino)cyclohexanone serves as a versatile building block in synthetic organic chemistry, enabling direct access to nitrogen-substituted cyclohexane scaffolds. The Boc-protected amine group offers excellent bench stability and compatibility with standard deprotection protocols, while the ketone functionality facilitates nucleophilic addition, reductive amination, and enolate-based transformations. Its utility is well-documented in the synthesis of bioactive heterocycles and medicinal chemistry intermediates.

Synthesis

  • Route1
    • null|null
      930-68-7
    • In-stock
      tert-Butyl carbamate|CS-D1170
      4248-19-5
    • ~55%
    • In-stock
      3-(Boc-amino)cyclohexanone|CS-W003115
      885280-38-6

    References

    • Brown, Alan; Ellis, David; Favor, David A.; Kirkup, Tony; Klute, Wolfgang; MacKenny, Malcolm; McMurray, Gordon; Stennett, Adam Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 22 p. 6118 - 6122
  • Route2

    References

    • Zhao, Yi; Yim, Wai-Leung; Tan, Chong Kiat; Yeung, Ying-Yeung Organic Letters, 2011 , vol. 13, # 16 p. 4308 - 4311

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   55.4
  • LogP   2.0228
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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