(R)-4-Hydroxypiperidin-2-one

Name: (R)-4-Hydroxypiperidin-2-one
Brand: ChemScene
Availability: InStock
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CAS No. 1051316-41-6
Cat. No. CS-0105946
Purity≥97%
MDL No.MFCD06796624

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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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General Information

CAS No. 1051316-41-6
Cat. No. CS-0105946
Purity ≥97%
MDL No. MFCD06796624
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₉NO₂
Molecular Weight 115.13
Synonym(s) (R)-4-Hydroxy-piperidin-2-one
SMILES O=C1NCC[C@@H](O)C1

Description

(R)-4-Hydroxypiperidin-2-one is a stereochemically defined heterocyclic scaffold featuring a hydroxyl group at the C4 position and a carbonyl at C2, enabling precise molecular recognition. This configuration imparts enhanced solubility and metabolic stability compared to racemic counterparts, facilitating its integration into bioactive molecules. The compound serves as a key building block in medicinal chemistry for peptidomimetics and kinase inhibitors.

Application

(R)-4-Hydroxypiperidin-2-one serves as a versatile chiral building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles through standard amide coupling, reduction, and cyclization reactions. Its well-defined stereochemistry and bench-stable nature facilitate reliable incorporation into complex molecular architectures, including kinase inhibitors and GPCR-targeted therapeutics. The molecule exhibits favorable functional group tolerance and compatibility with common protecting group strategies, making it ideal for iterative synthesis workflows.

Synthesis

Route1
- 141942-85-0
- ~96%
- In-stock
  
  1051316-41-6
References
- Scarpi, Dina; Avataneo, Ottavia; Prandi, Cristina; Venturello, Paolo; Occhiato, Ernesto G. Synthesis (Germany), 2012 , vol. 44, # 23 art. no. SS-2012-Z0642-OP, p. 3688 - 3692

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3259
Class : 8	Packing Group : Ⅲ
Hazard Statements : H318
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 49.33
LogP -0.7427
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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(R)-4-Hydroxypiperidin-2-one

CAS No. 1051316-41-6

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