107403-12-3

Basic information

• Product Name: 3-hydroxy-5-tert-butylisoxazole
• Synonyms: 3-hydroxy-5-tert-butylisoxazole
• CAS NO: 107403-12-3
• Molecular Weight: 141.17
• Mol File: 107403-12-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 3-hydroxy-5-tert-butylisoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-hydroxy-5-tert-butylisoxazole(107403-12-3)
• EPA Substance Registry System: 3-hydroxy-5-tert-butylisoxazole(107403-12-3)

Safety Data

• Hazardous Substances Data: 107403-12-3(Hazardous Substances Data)

Upstream product

• 55107-14-7 Methyl 4,4-dimethyl-3-oxopentanoate 
• 17094-34-7 ethyl pivaloylacetate 

Downstream Products

• 118957-91-8 5-t-butyl-2-(4-methanesulfonyl-2-tetradecylsulfonylphenyl)-4-isoxazolin-3-one 
• 118938-18-4 5-t-butyl-2-(4-dimethylsulfamoyl-2-nitrophenyl)-4-isoxazolin-3-one 
• 119116-22-2 5-t-butyl-2-(2,4-bismethanesulfonylphenyl)-4-isoxazolin-3-one 
• 119116-34-6 5-t-butyl-2-(4-ethoxycarbonyl-5-hexadecyloxy-2-nitrophenyl)-4-isoxazolin-3-one 
• 119116-40-4 5-t-butyl-2-(4-nitro-2-trifluoromethylphenyl)-4-isoxazolin-3-one 
• 119116-37-9 5-t-butyl-2-(4-nitro-3-trifluoromethylphenyl)-4-isoxazolin-3-one 
• 119116-36-8 5-t-butyl-2-(2,4-dinitrophenyl)-4-isoxazolin-3-one 
• 119116-33-5 5-t-butyl-2-(2-nitro-4-trifluoromethylphenyl)-4-isoxazolin-3-one 
• 119116-35-7 5-t-butyl 2-(4-nitrophenyl)-4-isoxazolin-3-one 
• 140158-50-5 (RS)-2-amino-3-(3-hydroxy-5-tert-butylisoxazol-4-yl)propionic acid 

Relevant articles and documents

Enantioselective synthesis of both enantiomers of the neuroexcitant 2-amino-3-(3-hydroxy-5-tert-butylisoxazol-4-yl) propanoic acid (ATPA)

The preparation of both enantiomers of 2-amino-3-(3-hydroxy-5-tert-butylisoxazol-4-yl) propanoic acid (ATPA), 1, an analogue of the neuroexcitant 2-amino-3-(3-hydroxy-5-methyl-4-yl) propanoic acid (AMPA) is described. The enantiomerically pure glycine derivative tert-butoxycarbonyl-2-(tert-butyl)-3-methyl-4-oxo-1-imidazolidinecarboxylate (BOC-BMI) was coupled with 4-bromomethyl-2-methoxymethyl-5-tert-butylisoxazolin-3-one 6 to give the intermediates (2R,5R)-8 and (2S,5S)-8. These alkylated products were hydrolyzed under mild conditions to give enantiopure (R)-1 and (S)-1 with e.e.'s in excess of 99% in 33% overall yield.

2-aryl-4-halomethyl-4-isoxazolin-3-one derivatives

2-aryl-4-halomethyl-4-isoxazolin-3-1-derivatives of formula (I), useful as intermediates for positive working compounds in silver halide photographic materials STR1 wherein R1 represents a substituted or unsubstituted alkyl having from 1 to 6 carbon atoms or a substituted or unsubstituted aryl having from 6 to 24 carbon atoms; R2, R3, and R4, are the same or different, each having up to 20 carbon atoms and each represents hydrogen, a substituted or unsubstituted alkoxy, a substituted or unsubstituted aryloxy, a substituted or unsubstituted acyl, a substituted or unsubstituted alkoxycarbonyl, a substituted or unsubstituted aryloxycarbonyl, halogen, nitro, a substituted or unsubstituted carbamoyl, a substituted or unsubstituted sulfamoyl, a substituted or unsubstituted sulfonyl, cyano, trifluoromethyl, or carboxyl, with the proviso that at least one of said R2 and R3 is cyano, a substituted or unsubstituted sulfonyl, trifluoromethyl, or nitro; and X represents fluorine, chlorine, bromine or iodine.

Synthesis of 3-Hydroxyisoxazoles from β-Ketoesters and Hydroxylamine

An efficient synthesis of 3-hydroxyisoxazoles from β-ketoesters and hydroxylamine was investigated.The reaction of the sodium salts of β-ketoesters and hydroxylamine at a low temperature, followed by quenching with an excess of conc.HCl under heating gave predominantly 3-hydroxyisoxazoles involving 4-sulfenylated 3-hydroxyisoxazoles.Starting from the prepared 4-(2,4-dichlorobenzyl)-3-hydroxy-5-methylisoxazole, a potential herbicidal compound, 4-(2,4-dichlorobenzoyl)-3-hydroxy-5-methylisoxazole, was also synthesized in five steps.