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tert-Butyl (2R)-2-cyanopiperazine-1-carboxylate

  • CAS No. 1359658-44-8

  • Cat. No. CS-0048645
  • Purity≥98%
  • MDL No.None

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

tert-Butyl (2R)-2-cyanopiperazine-1-carboxylate|CS-0048645

Structure of 1359658-44-8

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General Information

  • CAS No. 1359658-44-8
  • Cat. No. CS-0048645
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇N₃O₂
  • Molecular Weight 211.26
  • Synonym(s) (R)-tert-Butyl 2-cyanopiperazine-1-carboxylate
  • SMILES CC(C)(C)OC(=O)N1CCNC[C@@H]1C#N

Description

tert-Butyl (2R)-2-cyanopiperazine-1-carboxylate is a stereochemically defined, bench-stable building block featuring a chiral piperazine core with a nitrile-bearing side chain. This configuration enables selective incorporation into bioactive molecules, particularly in medicinal chemistry campaigns targeting CNS therapeutics and kinase inhibitors. The tert-butyloxycarbonyl group provides orthogonal protection, facilitating sequential functionalization under mild conditions.

Application

tert-Butyl (2R)-2-cyanopiperazine-1-carboxylate serves as a stereochemically defined building block for the synthesis of piperazine-based pharmaceuticals and agrochemicals. The nitrile group enables selective transformations such as hydrolysis to carboxamides or reductive conversion to primary amines, while the tert-butyl ester provides bench stability and facile deprotection under mild acidic conditions. Its orthogonal functionality and configurational purity facilitate efficient access to complex 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   65.36
  • LogP   0.71888
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   0

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