1-(3-Hydroxyazetidin-1-yl)ethanone

Name: 1-(3-Hydroxyazetidin-1-yl)ethanone
Brand: ChemScene
Availability: InStock
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CAS No. 118972-96-6
Cat. No. CS-0044089
Purity≥97%
MDL No.MFCD07366667

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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1-(3-Hydroxyazetidin-1-yl)ethanone|CS-0044089

Structure of 118972-96-6

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General Information

CAS No. 118972-96-6
Cat. No. CS-0044089
Purity ≥97%
MDL No. MFCD07366667
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₉NO₂
Molecular Weight 115.13
Synonym(s) Ethanone, 1-(3-hydroxy-1-azetidinyl)-
SMILES CC(N1CC(O)C1)=O

Description

1-(3-Hydroxyazetidin-1-yl)ethanone features a strained azetidine ring bearing a hydroxyl group and a ketone-functionalized ethyl linker, enabling direct integration into bioactive scaffolds. This polar, bench-stable moiety facilitates efficient coupling in peptide conjugation and medicinal chemistry campaigns, offering enhanced solubility and metabolic stability compared to analogous acyclic analogs.

Application

1-(3-Hydroxyazetidin-1-yl)ethanone serves as a versatile building block for synthesizing β-lactam-containing scaffolds and bioactive heterocycles. Its azetidinone functionality enables straightforward ring-opening reactions and conjugate additions, while the pendant hydroxyl group offers site-specific derivatization potential. The compound exhibits good bench stability and facilitates efficient purification via standard chromatographic methods, making it well-suited for iterative medicinal chemistry campaigns and process-scale synthesis.

Synthesis

Route1
- In-stock
  
  45347-82-8
- 75-36-5
- ~14%
- In-stock
  
  118972-96-6
References
- Genentech, Inc. Patent: US2012/214762 A1, 2012 ; Location in patent: Page/Page column 169 ;
Route2
- 143329-27-5
- ~92%
- In-stock
  
  118972-96-6
References
- Dave, Paritosh R. Journal of Organic Chemistry, 1996 , vol. 61, # 16 p. 5453 - 5455

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 40.54
LogP -0.7906
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Azetidine compounds

Key Words

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1-(3-Hydroxyazetidin-1-yl)ethanone

CAS No. 118972-96-6

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