4926-12-9

Basic information

• Product Name: 2H-Pyran-2,6(3H)-dione, 4-(4-fluorophenyl)dihydro-
• Synonyms: 3-(4-fluoro)-phenylglutaric acid anhydride;4-(4-Fluoro-phenyl)-dihydro-pyran-2,6-dione;3-(4-fluoro-phenyl)-pentanedioic acid anhydride;4-(4-fluorophenyl)dihydropyran-2,6-dione;3-(4-fluorophenyl)-glutaric acid anhydride;3-(4-fluorophenyl)glutaric anhydride;4-(4-fluorophenyl)glutaric anhydride
• CAS NO: 4926-12-9
• Molecular Formula: C11H9FO3
• Molecular Weight: 208.189
• Mol File: 4926-12-9.mol
• Article Data: 13

Chemical Properties

• Melting Point: 84 - 86 °C (Petroleum ether)
• CAS DataBase Reference: 2H-Pyran-2,6(3H)-dione, 4-(4-fluorophenyl)dihydro-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran-2,6(3H)-dione, 4-(4-fluorophenyl)dihydro-(4926-12-9)
• EPA Substance Registry System: 2H-Pyran-2,6(3H)-dione, 4-(4-fluorophenyl)dihydro-(4926-12-9)

Safety Data

• Hazardous Substances Data: 4926-12-9(Hazardous Substances Data)

Upstream product

• 3449-63-6 3-(4-fluorophenyl)pentan-1,5-dioic acid 
• 52927-40-9 dimethyl 2-(4-fluorobenzylidene)malonate 
• 459-57-4 4-fluorobenzaldehyde 
• 100891-10-9 methyl p-fluorocinnamate 
• 459-32-5 4-fluorocinnamic acid 
• 223513-93-7 diethyl 3-(4-fluorophenyl)pentanedioate 

Downstream Products

• 4759-75-5 3-(4-fluorophenyl)-glutaric acid monomethyl ester 
• 349446-91-9 (3S,1'S)-3-(4-fluorophenyl)-5-oxo-5-(1'-phenylethylamino)pentanoic acid 
• 348110-32-7 5-[N'-(9H-fluoren-9-ylmethoxycarbonyl)-hydrazino]-5-oxo-3-(4-fluoro)-phenylpentanoic acid 
• 216690-16-3 (3R)-methyl hydrogen 3-(4-fluorophenyl)pentane-1,5-dioate 
• 865367-11-9 (S)-3-(4-fluorophenyl)-glutaric acid monoethyl ester 
• 865367-13-1 (S)-3-(4-fluorophenyl)-glutaric acid monobenzyl ester 
• 1130247-37-8 C₃₃H₃₆FNO₇ 
• 1220248-47-4 (S)-4-(4-fluorophenyl)-6-oxo-1,4,5,6-tetrahydropyridine-3-carboxylic acid methyl ester 
• 1224442-81-2 (S)-4-(4-fluorophenyl)-1-methyl-6-oxo-1,4,5,6-tetrahydropyridine-3-carboxylic acid methyl ester 

Relevant articles and documents

Enantioselective Desymmetrization of Glutarimides Catalyzed by Oxazaborolidines Derived from cis-1-Amino-indan-2-ol

Enantioselective reductive desymmetrization of glutarimides has been achieved employing an oxazaborolidine catalyst derived from cis-1-amino-indan-2-ol. The reaction was found to proceed through a stereoablative process that upgraded the enantioselectivity of an intermediate hydroxy-lactam. The reaction was generally tolerant of a number of substituents in the 4-position, giving enantiomeric excesses of greater than 82%.

An enantiodivergent and formal synthesis of paroxetine enantiomers by asymmetric desymmetrization of 3-(4-fluorophenyl)glutaric anhydride with a chiral SuperQuat oxazolidin-2-one

The asymmetric desymmetrization of 3-(4-fluorophenyl)glutaric anhydride 9 with lithiated chiral oxazolidin-2-one 8 has been studied. The desymmetrized product was formed with >90% de and converted into known intermediates for both (+)- and (-)-paroxetines.

The first asymmetric synthesis of a 4-aryl-substituted 5-carboxy-3,4-dihydropyridin-2-one derivative

A simple and practical route for the asymmetric synthesis of (S)-4-(4-fluorophenyl)-1,4,5,6-tetrahydro-6-oxo-3-pyridinecarboxylic acid (1) is presented. The procedure comprises catalytic desymmetrization of a meso-anhydride using a chiral thiourea organocatalyst, followed by selective formylation and cyclization.