1-(tert-Butoxycarbonyl)-4-cyanopiperidine-4-carboxylic acid

Name: 1-(tert-Butoxycarbonyl)-4-cyanopiperidine-4-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 495415-34-4
Cat. No. CS-0062781
Purity≥97%
MDL No.None

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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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1-(tert-Butoxycarbonyl)-4-cyanopiperidine-4-carboxylic acid|CS-0062781

Structure of 495415-34-4

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General Information

CAS No. 495415-34-4
Cat. No. CS-0062781
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₈N₂O₄
Molecular Weight 254.28
Synonym(s) N-Boc-4-cyanopiperidine-4-carboxylic acid/1-(tert-butoxycarbonyl)-4-cyanopiperidine-4-carboxylic acid
SMILES O=C(N1CCC(C(O)=O)(C#N)CC1)OC(C)(C)C

Description

1-(tert-Butoxycarbonyl)-4-cyanopiperidine-4-carboxylic acid features a sterically hindered piperidine core bearing both a cyano group and a protected carboxylic acid, enabling direct incorporation into peptide macrocycles and bioactive scaffolds under standard coupling conditions.

Application

1-(tert-Butoxycarbonyl)-4-cyanopiperidine-4-carboxylic acid serves as a versatile building block for the synthesis of functionalized piperidine scaffolds. The molecule combines a stable tert-butyl carbamate (Boc) group with a pendant nitrile and carboxylic acid, enabling sequential transformations under standard peptide coupling and hydrogenation conditions. Its bench-stable nature and orthogonal reactivity facilitate efficient access to biologically relevant heterocycles in medicinal chemistry and process development workflows.

Synthesis

Route1
- 1016258-66-4
- ~97%
- In-stock
  
  495415-34-4
References
- ASTEX THERAPEUTICS LIMITED; THE INSTITUTE OF CANCER RESEARCH:ROYAL CANCER HOSPITAL; CANCER RESEARCH TECHNOLOGY LIMITED; ASTRAZENECA AB Patent: WO2008/75110 A1, 2008 ; Location in patent: Page/Page column 138-139 ; WO 2008/075110 A1

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 90.63
LogP 1.61188
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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1-(tert-Butoxycarbonyl)-4-cyanopiperidine-4-carboxylic acid

CAS No. 495415-34-4

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