322-09-8

Basic information

• Product Name: Benzenepropanoic acid, a-fluoro-b-hydroxy-, ethyl ester
• CAS NO: 322-09-8
• Molecular Formula: C11H13FO3
• Molecular Weight: 212.221
• Mol File: 322-09-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Benzenepropanoic acid, a-fluoro-b-hydroxy-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanoic acid, a-fluoro-b-hydroxy-, ethyl ester(322-09-8)
• EPA Substance Registry System: Benzenepropanoic acid, a-fluoro-b-hydroxy-, ethyl ester(322-09-8)

Safety Data

• Hazardous Substances Data: 322-09-8(Hazardous Substances Data)

Upstream product

• 92397-82-5 ((E)-1-Ethoxy-2-fluoro-vinyloxy)-trimethyl-silane 
• 100-52-7 benzaldehyde 
• 401-55-8 ethyl bromofluoroacetate 
• 222724-37-0 ethyl 2-bromo-2-fluoro-3-hydroxy-3-phenylpropanoate 
• 83192-17-0 lithium enolate of ethyl fluoroacetate 
• 459-72-3 ethyl 2-fluoroacetate 

Downstream Products

• 2823-56-5 2-fluoro-3-hydroxy-3-phenyl-propionic acid 
• 2145-72-4 2-Fluor-3-hydroxy-3-phenyl-propionsaeurehydrazid 
• 20397-58-4 ethyl (E)-2-fluoro-3-phenylacrylate 
• 20397-59-5 ethyl (Z)-2-fluoro-3-phenylacrylate 
• 1479-22-7 ethyl 2-fluoro-3-oxo-3-phenylpropionate 

Relevant articles and documents

Preparation of α-Fluoro Enolates and Their Use in the Directed Aldol Reaction

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Stereoselective Reduction of α-Fluoro-β-keto Esters by NADH and NADPH-Dependent Ketoreductases

Racemic α-fluoro-β-keto esters were stereoselectively transformed to α-fluoro-β-hydroxy esters through dynamic reductive kinetic resolution (DYRKR) using commercially available NAD(P)H-dependent ketoreductases. Aromatic, alkenyl, and alkyl substrates were

Catalyzed reformatsky reactions with ethyl bromofluoroacetate for the synthesis of α-fluoro-β-hydroxy acids

The presence of catalytic amounts of CeCl3 improves yields and simplifies procedure in the Reformatsky reactions of ethyl bromofluoroacetate with aldehydes and ketones to generate diastereomeric mixtures of α-fluoro-β-hydroxy esters, some of which can be separated by crystallization or column flash chromatography. Diastereomerically pure α-fluoro-β-hydroxy acids are obtained by mild alkaline hydrolysis of the resolved α-fluoro-β-hydroxy esters. Detailed NMR data of new α-fluoro-β-hydroxy esters and α-fluoro-β-hydroxy acids are also presented.