tert-Butyl 4-(2-cyanoacetyl)piperidine-1-carboxylate

Name: tert-Butyl 4-(2-cyanoacetyl)piperidine-1-carboxylate
Brand: ChemScene
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CAS No. 660406-84-8
Cat. No. CS-W001613
Purity≥97%
MDL No.MFCD08059465

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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-(2-cyanoacetyl)piperidine-1-carboxylate|CS-W001613

Structure of 660406-84-8

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General Information

CAS No. 660406-84-8
Cat. No. CS-W001613
Purity ≥97%
MDL No. MFCD08059465
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₀N₂O₃
Molecular Weight 252.31
Synonym(s) None
SMILES N#CCC(=O)C1CCN(C(=O)OC(C)(C)C)CC1

Description

tert-Butyl 4-(2-cyanoacetyl)piperidine-1-carboxylate features a piperidine core functionalized with a cyanoacetyl group, enabling direct incorporation into heterocyclic scaffolds. The tert-butyl ester provides stability and ease of removal under mild acidic conditions, while the nitrile moiety serves as a key handle for downstream transformations such as Michael additions or cyclizations. This compound delivers a robust, moisture-tolerant platform for constructing complex nitrogen-containing architectures in medicinal chemistry and synthetic methodology development.

Application

tert-Butyl 4-(2-cyanoacetyl)piperidine-1-carboxylate serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted piperidine scaffolds. The molecule combines a readily hydrolyzable tert-butyl ester with a reactive cyanoacetate moiety, facilitating transformations such as Michael additions, cyclizations, and subsequent functionalization. Its bench-stable nature and compatibility with standard purification protocols make it well-suited for iterative synthetic campaigns in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  142851-03-4
- 75-05-8
- ~%
- In-stock
  
  660406-84-8
References
- WO2004/14910 A1, ; Page 32-33 ; WO 2004/014910 A1
Route2
- 75-05-8
- 293744-38-4
- ~%
- In-stock
  
  660406-84-8
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 1 p. 471 - 474

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 70.4
LogP 2.11628
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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tert-Butyl 4-(2-cyanoacetyl)piperidine-1-carboxylate

CAS No. 660406-84-8

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