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tert-Butyl (S)-3-(4-chlorophenyl)piperazine-1-carboxylate

  • CAS No. 1228561-86-1

  • Cat. No. CS-0092914
  • Purity≥98%
  • MDL No.MFCD08686010

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

tert-Butyl (S)-3-(4-chlorophenyl)piperazine-1-carboxylate|CS-0092914

Structure of 1228561-86-1

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General Information

  • CAS No. 1228561-86-1
  • Cat. No. CS-0092914
  • Purity ≥98%
  • MDL No. MFCD08686010
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₁ClN₂O₂
  • Molecular Weight 296.79
  • Synonym(s) tert-butyl (3S)-3-(4-chlorophenyl)piperazine-1-carboxylate
  • SMILES O=C(N1C[C@H](C2=CC=C(Cl)C=C2)NCC1)OC(C)(C)C

Description

tert-Butyl (S)-3-(4-chlorophenyl)piperazine-1-carboxylate is a chiral piperazine derivative featuring a bench-stable, moisture-tolerant tert-butyl ester protecting group. This configuration enables straightforward incorporation into asymmetric synthesis workflows, where the electron-deficient 4-chlorophenyl moiety enhances reactivity in transition-metal-catalyzed coupling reactions.

Application

tert-Butyl (S)-3-(4-chlorophenyl)piperazine-1-carboxylate serves as a stereochemically defined building block for the synthesis of piperazine-based pharmaceutical intermediates. The tert-butyl carbamate group provides excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. Its 4-chlorophenyl substituent offers a versatile handle for further functionalization via cross-coupling reactions, enabling efficient access to bioactive heterocyclic scaffolds in medicinal chemistry workflows.

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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   41.57
  • LogP   3.2214
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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