5543-33-9

Usage

Uses

Used in Pharmaceutical Industry:
(3-phenyl-1,2,4-oxadiazol-5-yl)methanol is used as a building block for the development of new drugs due to its unique chemical properties and potential for further research and development.
Used in Material Science:
(3-phenyl-1,2,4-oxadiazol-5-yl)methanol is used as a component in the design of novel materials, leveraging its versatile chemical structure and potential applications.
Used in Biological Studies:
(3-phenyl-1,2,4-oxadiazol-5-yl)methanol may be utilized as a fluorescent probe, enabling researchers to study biological processes and interactions with greater precision and detail.
Used in Coordination Chemistry:
(3-phenyl-1,2,4-oxadiazol-5-yl)methanol serves as a ligand in coordination chemistry, contributing to the development of new complexes and compounds with specific properties and applications.

InChI:InChI=1/C9H8N2O2/c12-6-8-10-9(11-13-8)7-4-2-1-3-5-7/h1-5,12H,6H2

Upstream product

• 5543-31-7 5-acetoxymethyl-3-phenyl-[1,2,4]oxadiazole 
• 1822-94-2 5-(chloromethyl)-3-phenyl-1,2,4-oxadiazole 
• 623-50-7 ethyl 2-hydroxyacetate 
• 613-92-3 N-hydroxybenzenecarboximidamide 
• 1544566-03-1 N-(2-((tert-butyldimethylsilyl)oxy)acetoxy)benzimidamide 
• 942-87-0 N'-acetoxybenzimidamide 
• 67226-76-0 (tert-butyldimethylsiloxy) acetic acid tert-butyldimethylsilyl ester 

Relevant academic research and scientific papers

Construction of 3,5-substituted 1,2,4-oxadiazole rings triggered by tetrabutylammonium hydroxide: A highly efficient and fluoride-free ring closure reaction of O-acylamidoximes

Tetrabutylammonium hydroxide (TBAH) is an efficient and mild alternative to tetrabutylammonium fluoride (TBAF) for base catalyzed cyclizations of 1,2,4-oxadiazoles from O-acylamidoximes. For most 3,5-substituted 1,2,4-oxadiazoles the reactions were dramatically accelerated by addition of 0.1 equiv of TBAH at room temperature. This method was also more generally applicable allowing for a wider range of substrates. Additionally, due to the absence of fluoride, TBAH will not result in corrosion of reactor vessels and therefore is better suited for large-scale synthesis.

One-step protection-free synthesis of 3-aryl-5-hydroxyalkyl-1,2,4- oxadiazoles as building blocks

A simple and straightforward synthesis of 3-aryl-5-hydroxyalkyl-1,2,4- oxadiazoles is described. The reaction among arylamidoximes, ethyl glycolate or ethyl lactate, and potassium carbonate in refluxing toluene afforded the desired 1,2,4-oxadiazoles in moderate to good yields. The synthesis has been accomplished in a single step, avoiding protection-deprotection protocols. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.