tert-Butyl (S)-3-cyanopiperidine-1-carboxylate

Name: tert-Butyl (S)-3-cyanopiperidine-1-carboxylate
Brand: ChemScene
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CAS No. 915226-39-0
Cat. No. CS-0052938
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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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tert-Butyl (S)-3-cyanopiperidine-1-carboxylate|CS-0052938

Structure of 915226-39-0

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Description

tert-Butyl (S)-3-cyanopiperidine-1-carboxylate features a chiral piperidine core with a strategically positioned nitrile group, enabling direct incorporation into asymmetric synthesis. The tert-butyl ester provides enhanced stability and ease of handling, while the electron-deficient cyanide moiety facilitates nucleophilic transformations. This scaffold serves as a key intermediate in medicinal chemistry, particularly for CNS-targeted compounds.

Application

tert-Butyl (S)-3-cyanopiperidine-1-carboxylate serves as a versatile chiral building block in medicinal chemistry, enabling the efficient synthesis of piperidine-based scaffolds. The nitrile group facilitates downstream transformations such as hydrolysis to carboxylic acids or reductive amination to amine derivatives, while the tert-butyl carbamate protects the nitrogen under standard conditions. Its bench-stable nature and compatibility with diverse coupling reactions make it ideal for iterative synthesis workflows in API development.

General Information

CAS No. 915226-39-0
Cat. No. CS-0052938
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₈N₂O₂
Molecular Weight 210.27
Synonym(s) tert-butyl (3S)-3-cyanopiperidine-1-carboxylate
SMILES CC(C)(C)OC(=O)N1CCC[C@@H](C1)C#N

Computational Chemistry Data

TPSA 53.33
LogP 2.15708
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

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

Quality Control

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Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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tert-Butyl (S)-3-cyanopiperidine-1-carboxylate

CAS No. 915226-39-0

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