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tert-Butyl N-(3-aminocyclohexyl)carbamate

  • CAS No. 347186-01-0

  • Cat. No. CS-0037959
  • Purity≥95%
  • MDL No.None

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

tert-Butyl N-(3-aminocyclohexyl)carbamate|CS-0037959

Structure of 347186-01-0

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General Information

  • CAS No. 347186-01-0
  • Cat. No. CS-0037959
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₂N₂O₂
  • Molecular Weight 214.31
  • Synonym(s) tert-Butyl (3-aminocyclohexyl)carbamate
  • SMILES CC(C)(C)OC(=O)NC1CCCC(C1)N

Description

tert-Butyl N-(3-aminocyclohexyl)carbamate features a protected amine on a cyclohexyl scaffold, enabling stable incorporation into multi-step syntheses. The tert-butyl carbamate group facilitates selective deprotection under mild acidic conditions, while the secondary amine supports efficient coupling reactions. This derivative offers enhanced solubility and handling stability in organic synthesis workflows.

Application

tert-Butyl N-(3-aminocyclohexyl)carbamate serves as a stable, bench-friendly amino protecting group variant, enabling selective functionalization at the primary amine. Its cyclohexyl scaffold provides conformational rigidity useful in medicinal chemistry lead optimization. The tert-butyl carbamate (Boc) moiety facilitates mild acid cleavage under standard conditions, allowing straightforward deprotection during late-stage synthesis. This compound functions reliably in multi-step sequences requiring orthogonal protection strategies and demonstrates excellent compatibility with diverse reaction conditions.

Synthesis

  • Route1

    References

    • Sumitomo Pharmaceuticals Company, Limited Patent: EP1403255 A1, 2004 ; Location in patent: Page 75 ; EP 1403255 A1
  • Route2

    References

    • US2005/20623 A1, ; Page 116 ;
  • Route3

    References

    • US2003/100576 A1, ; US 20030100576 A1

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

Quality Control

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Computational Chemistry Data

  • TPSA   64.35
  • LogP   1.781
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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