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Oxazoles

A vast class of heterocyclic aromatic organic compounds are derived from the parent compound oxazole, which consists of azoles containing an oxygen and a nitrogen separated by one carbon. While oxazoles are aromatic, they are less so than thiazoles. Oxazole exhibits weak basicity, with its conjugate acid having a pKa value of 0.8, which is lower than the pKa value of 7 for imidazole.

In organic chemistry, there are several classical methods for synthesizing oxazoles. These include the dehydration of 2-acylaminoketones through the Robinson-Gabriel synthesis, the synthesis of oxazoles from cyanohydrins and aldehydes through the Fischer method, the Bredereck reaction that involves α-haloketones and formamide, and the Van Leusen reaction that utilizes aldehydes and TosMIC.

1,3-oxazole is a monocyclic heteroarene that has a five-membered ring structure. It is an analogue of cyclopentadiene where the CH2 at position 1 is replaced with an O and the CH at position 3 is replaced with an N.

Due to their biological activity, including antibacterial, antifungal, antitubercular, anti-inflammatory properties, among others, as well as their usefulness as valuable precursors in various synthetic transformations, oxazole derivatives have generated significant interest in pharmaceutical research and organic synthesis.

The oxazole moiety exhibits a range of biological activities such as anti-inflammatory, antibiotic, antiproliferative, analgesic, antifungal, hypoglycemic, anti-tuberculosis, and muscle relaxant activities.

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Catalog #
Compound Name
Structure
Z-19141

(S)-4-Benzyl-2-(difluoro(phenoxy)methyl)-4,5-dihydrooxazole

Purity: 95%
N/A
Z-19498

2-Chloro-5-methoxybenzo[d]oxazole

Purity: 95%
49559-34-4
Z-19142

(S)-4-Benzyl-2-(perfluoropropyl)-4,5-dihydrooxazole

Purity: 95%
N/A
Z-19739

2-tert-Butyl-6-chlorobenzoxazole-7-sulfonyl chloride

Purity: 95%
361392-60-1
Z-19143

(S)-5-Benzyl-2-(naphthalen-2-yl)-4,5-dihydrooxazole

Purity: 95%
N/A
Z-20015

2-Methyloxazole-5-carboxylic acid

Purity: 95%
1216012-87-1
Z-19146

(S)-5-Benzyl-2-phenyl-4,5-dihydrooxazole

Purity: 95%
N/A
Z-20087

5-[3-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]isoxazole

Purity: 95%
N/A
Z-19147

(S)-4-Benzyl-2-vinyl-4,5-dihydrooxazole

Purity: 95%
N/A
Z-20088

2-[3-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]oxazole

Purity: 95%
N/A
Z-19148

(S)-5-Benzyl-2-(4-methoxyphenyl)-4,5-dihydrooxazole

Purity: 95%
N/A
Z-19150

(S)-2-(Anthracen-9-yl)-5-benzyl-4,5-dihydrooxazole

Purity: 95%
N/A
Z-18327

2-(Diethoxymethyl)oxazole

Purity: 95%
1263280-97-2
Z-18469

Methyl 5-oxazolecarboxylate

Purity: 95%
121432-12-0
Z-17447

2-Bromo-5-chlorobenzo[d]oxazole

Purity: 95%
N/A
Z-18754

2-Pyrrolidin-2-yl-1,3-benzoxazole

Purity: 95%
N/A
Z-17520

Methyl 2-bromo-4-oxazolecarboxylate

Purity: 95%
1092351-94-4
Z-18833

5,6-Dihydro-4H-cyclopenta[d]isoxazole-3-carboxylic acid

Purity: 95%
893638-34-1
Z-17535

5-Bromo-2,4-dimethyloxazole

Purity: 95%
187399-73-1
Z-18891

3-Aminoisoxazole-4-carboxylic acid

Purity: 95%
1378751-65-5
Z-17591

5-Methoxybenzo[d]oxazole-2(3H)-thione

Purity: 95%
49559-83-3
Z-18992

Ethyl 2-phenyl-4-(2,2,2-trifluoroethyl)-4,5-dihydrooxazole-4-carboxylate

Purity: 95%
1126530-82-2
Z-17668

2-(Piperidin-2-yl)benzo[d]oxazole

Purity: 95%
885461-59-6
Z-19048

2-(Difluoromethyl)-5-methylbenzo[d]oxazole

Purity: 95%
91437-10-4
Z-17849

5-Methyl-3-pyridin-3-yl-isoxazole-4-carboxylic acid

Purity: 95%
N/A
Z-19059

5-Chloro-2-(trifluoromethyl)benzo[d]oxazole

Purity: 95%
93416-20-7
Z-17850

5-Methyl-3-pyridin-4-yl-isoxazole-4-carboxylic acid

Purity: 95%
90771-23-6
Z-19069

2-(Bromodifluoromethyl)-5-chlorobenzo[d]oxazole

Purity: 95%
947674-95-5
Z-18009

4-(Chloromethyl)-2-phenyloxazole

Purity: 95%
30494-97-4
Z-19133

(S)-4-Benzyl-2-(trifluoromethyl)-4,5-dihydrooxazole

Purity: 95%
N/A
Z-18215

Ethyl 3-(2-fluorophenoxymethyl)isoxazole-5-carboxylate

Purity: 95%
1416373-48-2
Z-19135

(S)-4-Benzyl-2-(difluoro(4-methoxyphenoxy)methyl)-4,5-dihy-drooxazole

Purity: 95%
N/A
Z-14909

Methyl 3-bromo-5-isoxazolecarboxylate

Purity: 95%
272773-11-2
Z-17406

6-Bromo-1,2-benzisoxazole

Purity: 95%
1060802-88-1
Z-15268

5-Amino-2-(trifluoromethyl)oxazole-4-carbonitrile

Purity: 95%
907552-39-0
Z-15416

4-Phenyl-2-(pyridin-4-yl)oxazole-5-carboxylic acid

Purity: 95%
1245649-34-6
Z-13640

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole

Purity: 97%
928664-98-6
Z-15418

5-(4-(Chloromethyl)phenyl)-3-methylisoxazole-4-carboxylic acid

Purity: 95%
1243415-10-2
Z-13664

Methyl 2-chlorooxazole-4-carboxylate

Purity: 95%
934236-35-8
Z-16129

Ethyl 2-methyloxazole-5-carboxylate

Purity: 95%
76284-27-0
Z-13751

4-Bromoisoxazole

Purity: 95%
97925-43-4
Z-16197

2-(Trifluoromethyl)benzo[d]oxazole

Purity: 95%
2008-04-0
Z-13940

2-(Chloromethyl)-5-(2-phenoxypyridin-3-yl)oxazole

Purity: 95%
1233025-11-0
Z-16531

4-Bromo-3,5-dimethylisoxazole

Purity: 99%
10558-25-5
Z-14154

5-(4-(3-Bromo-4-methylphenyl)-2-methoxypyrimidin-5-yl)-3-methylisoxazole

Purity: 95%
N/A
Z-16719

5-Bromo-2-phenyloxazole

Purity: 95%
92629-11-3
Z-14209

7-Bromo-5-methoxybenzo[d]oxazole

Purity: 95%
N/A
Z-16738

Benzo[d]oxazole-5-carbonitrile

Purity: 95%
132227-01-1
Z-14396

6-Bromobenzo[d]oxazole-2(3H)-thione

Purity: 95%
24316-84-5
Z-17123

5-Methyl-4-isoxazolesulfonyl chloride

Purity: 95%
321309-26-6
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