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tert-Butyl 3-(2-ethoxy-2-oxoethyl)piperazine-1-carboxylate

  • CAS No. 849547-86-0

  • Cat. No. CS-0096156
  • Purity≥97%
  • MDL No.None

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

tert-Butyl 3-(2-ethoxy-2-oxoethyl)piperazine-1-carboxylate|CS-0096156

Structure of 849547-86-0

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General Information

  • CAS No. 849547-86-0
  • Cat. No. CS-0096156
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₄N₂O₄
  • Molecular Weight 272.34
  • Synonym(s) 4-[(1,1-Dimethylethoxy)carbonyl]-2-piperazineacetic acid ethyl ester
  • SMILES O=C(OCC)CC1NCCN(C(OC(C)(C)C)=O)C1

Description

tert-Butyl 3-(2-ethoxy-2-oxoethyl)piperazine-1-carboxylate features a piperazine core functionalized with an ethoxyacetyl group, enabling direct incorporation into bioactive molecule synthesis. The tert-butyl ester provides stable protection under standard conditions, facilitating selective deprotection during late-stage modifications. This scaffold serves as a key building block for pharmaceutical intermediates requiring polar, nitrogen-rich motifs with controlled reactivity.

Application

tert-Butyl 3-(2-ethoxy-2-oxoethyl)piperazine-1-carboxylate serves as a versatile piperazine-based building block for medicinal chemistry and process development. The ethoxyketone functionality enables selective nucleophilic additions and reductive transformations, while the tert-butoxycarbonyl (Boc) group provides orthogonal protection compatible with standard deprotection protocols. Its bench-stable nature and ease of purification support scalable synthesis of bioactive molecules, particularly in the construction of heterocyclic scaffolds common in kinase inhibitors and CNS-targeted therapeutics.

Synthesis

  • Route1
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      162510-50-1
    • ~%
    • In-stock
      tert-Butyl 3-(2-ethoxy-2-oxoethyl)piperazine-1-carboxylate|CS-0096156
      849547-86-0

    References

    • Malancona, Savina; Altamura, Sergio; Filocamo, Gessica; Kinzel, Olaf; Hernando, Jose Ignacio Martin; Rowley, Michael; Scarpelli, Rita; Steinkuehler, Christian; Jones, Philip Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 15 p. 4422 - 4428

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   67.87
  • LogP   1.1485
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   3

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