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CS-W001157 4
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tert-Butyl 2-(4-aminophenoxy)ethylcarbamate

  • CAS No. 159184-15-3

  • Cat. No. CS-0154357
  • Purity≥97%
  • MDL No.MFCD11922406

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

tert-Butyl 2-(4-aminophenoxy)ethylcarbamate|CS-0154357

Structure of 159184-15-3

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General Information

  • CAS No. 159184-15-3
  • Cat. No. CS-0154357
  • Purity ≥97%
  • MDL No. MFCD11922406
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₀N₂O₃
  • Molecular Weight 252.31
  • Synonym(s) tert-Butyl 2-(4-aminophenoxy)
  • SMILES CC(C)(OC(NCCOC1=CC=C(N)C=C1)=O)C

Description

tert-Butyl 2-(4-aminophenoxy)ethylcarbamate features a protected aniline moiety linked via a flexible ethylene spacer, enabling selective incorporation into peptide and small-molecule conjugates. The carbamate group provides stability under basic conditions while allowing facile deprotection with mild acid. This scaffold facilitates the construction of bioactive compounds requiring precise phenolic amine placement.

Application

tert-Butyl 2-(4-aminophenoxy)ethylcarbamate serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and peptide conjugates. The ortho-amino and ether functionalities provide orthogonal reactivity for sequential modifications, while the tert-butyl carbamate group offers stable protection under standard conditions with facile removal via mild acidolysis. Its bench-stable nature and compatibility with diverse coupling reactions make it ideal for iterative synthetic strategies in API development.

Synthesis

  • Route1
    • tert-Butyl (2-(4-nitrophenoxy)ethyl)carbamate|CS-0154358
      159184-14-2
    • ~99%
    • In-stock
      tert-Butyl 2-(4-aminophenoxy)ethylcarbamate|CS-0154357
      159184-15-3

    References

    • Mosley, Cara A.; Myers, Scott J.; Murray, Ernest E.; Santangelo, Rose; Tahirovic, Yesim A.; Kurtkaya, Natalie; Mullasseril, Praseeda; Yuan, Hongjie; Lyuboslavsky, Polina; Le, Phuong; Wilson, Lawrence J.; Yepes, Manuel; Dingledine, Ray; Traynelis, Stephen F.; Liotta, Dennis C. Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 17 p. 6463 - 6480
  • Route2
    • null|null
      100-02-7
    • ~%
    • In-stock
      tert-Butyl 2-(4-aminophenoxy)ethylcarbamate|CS-0154357
      159184-15-3

    References

    • Bioorganic and Medicinal Chemistry, , vol. 17, # 17 p. 6463 - 6480
  • Route3

    References

    • Bioorganic and Medicinal Chemistry, , vol. 17, # 17 p. 6463 - 6480

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   73.58
  • LogP   2.1723
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   4

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