tert-Butyl 4-cyanopiperazine-1-carboxylate

Name: tert-Butyl 4-cyanopiperazine-1-carboxylate
Brand: ChemScene
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CAS No. 113534-02-4
Cat. No. CS-0217872
Molecule weight211.27
Purity≥98%
MDL No.MFCD09029184

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl 4-cyanopiperazine-1-carboxylate|CS-0217872

Structure of 113534-02-4

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General Information

CAS No. 113534-02-4
Cat. No. CS-0217872
Purity ≥98%
MDL No. MFCD09029184
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₇N₃O₂
Molecular Weight 211.27
Synonym(s) None
SMILES N#CN1CCN(C(=O)OC(C)(C)C)CC1

Description

tert-Butyl 4-cyanopiperazine-1-carboxylate features a sterically hindered tert-butyl ester paired with a cyano-functionalized piperazine core, enabling robust conjugation in synthetic transformations. This bench-stable reagent integrates readily into medicinal chemistry workflows, delivering precise functional group placement under standard conditions.

Application

tert-Butyl 4-cyanopiperazine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to piperazine-based scaffolds. The nitrile group offers orthogonal reactivity for downstream transformations, while the tert-butyl ester provides bench stability and facile deprotection under mild acidic conditions. Its compatibility with diverse coupling reactions and functional group tolerance makes it well-suited for iterative synthesis of complex heterocyclic APIs.

Synthesis

Route1
- 506-68-3
- 57260-71-6
- ~99%
- In-stock
  
  113534-02-4
References
- Institute Of Medicinal Molecular Design, Inc.; ShionogiandCo., Ltd. Patent: EP2208728 A1, 2010 ; Location in patent: Page/Page column 33 ;
Route2
- 57260-71-6
- ~%
- In-stock
  
  113534-02-4
References
- GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; WELLENZOHN, Bernd Patent: US2013/143870 A1, 2013 ; Location in patent: Paragraph 0371; 0372; 0373 ;
Route3
- In-stock
  
  24424-99-5
- 34065-01-5
- ~52%
- In-stock
  
  113534-02-4
References
- Bordner, Jon; Campbell, Simon F.; Palmer, Michael J.; Tute, Michael S. Journal of Medicinal Chemistry, 1988 , vol. 31, # 5 p. 1036 - 1039

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 56.57
LogP 1.02018
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Key Words

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tert-Butyl 4-cyanopiperazine-1-carboxylate

CAS No. 113534-02-4

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