(S)-Ethyl piperidine-2-carboxylate

Name: (S)-Ethyl piperidine-2-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 22328-78-5
Cat. No. CS-0435115
Purity≥97%
MDL No.MFCD09752682

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(S)-Ethyl piperidine-2-carboxylate|CS-0435115

Structure of 22328-78-5

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General Information

CAS No. 22328-78-5
Cat. No. CS-0435115
Purity ≥97%
MDL No. MFCD09752682
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₅NO₂
Molecular Weight None
Synonym(s) None
SMILES O=C([C@H]1NCCCC1)OCC

Description

(S)-Ethyl piperidine-2-carboxylate is a chiral building block featuring a stereodefined piperidine core with a carboxylate ester at the 2-position. This configuration enables selective incorporation into bioactive molecules, particularly in medicinal chemistry campaigns targeting CNS modulators and kinase inhibitors. The ester group facilitates downstream transformations including hydrolysis, amidation, or reductive amination. Its bench-stable nature supports reliable handling under standard conditions.

Application

(S)-Ethyl piperidine-2-carboxylate serves as a stereochemically defined chiral building block for the synthesis of bioactive molecules, particularly in medicinal chemistry. Its piperidine core provides a rigid, basic scaffold with favorable pharmacokinetic properties. The ester group enables straightforward derivatization via hydrolysis or nucleophilic substitution, while the (S)-configuration ensures predictable stereoselective outcomes in downstream transformations. Bench-stable and readily purified by standard chromatography, it functions effectively in multistep syntheses involving amide coupling, reductive amination, or heterocycle formation.

Synthesis

Route1
- 64-17-5
- In-stock
  
  3105-95-1
- ~95%
- In-stock
  
  22328-78-5
References
- Alvarez-Ibarra, Carlos; Lujan, Juan F. Collados; Quiroga-Feijoo, Maria L. Tetrahedron Asymmetry, 2010 , vol. 21, # 19 p. 2334 - 2345
Route2
- In-stock
  
  123495-48-7
- ~64%
- In-stock
  
  22328-78-5
References
- Mahdi, Tayseer; Del Castillo, Jon Nathaniel; Stephan, Douglas W. Organometallics, 2013 , vol. 32, # 6 p. 1971 - 1978

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS02,GHS07
Signal Word : Danger	UN#: 1993
Class : 3	Packing Group : Ⅲ
Hazard Statements : H225-H315-H319
Precautionary Statements : P210-P233-P240-P241-P242-P243-P264-P280-P362-P370+P378-P501

Quality Control

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Computational Chemistry Data

TPSA 38.33
LogP 0.6916
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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(S)-Ethyl piperidine-2-carboxylate

CAS No. 22328-78-5

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