3-(5-chlorofuran-2-yl)-5-hydroxy-4-phenyl-4,5-dihydroisoxazole-5-carboxylic acid

Base Information

Chemical Name:3-(5-chlorofuran-2-yl)-5-hydroxy-4-phenyl-4,5-dihydroisoxazole-5-carboxylic acid
CAS No.:1171190-83-2
Molecular Formula:C₁₄H₁₀ClNO₅
Molecular Weight:307.69
Hs Code.:

Synonyms:3-(5-chlorofuran-2-yl)-5-hydroxy-4-phenyl-4,5-dihydroisoxazole-5-carboxylic acid

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Chemical Property of 3-(5-chlorofuran-2-yl)-5-hydroxy-4-phenyl-4,5-dihydroisoxazole-5-carboxylic acid

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Technology Process of 3-(5-chlorofuran-2-yl)-5-hydroxy-4-phenyl-4,5-dihydroisoxazole-5-carboxylic acid

There total 1 articles about 3-(5-chlorofuran-2-yl)-5-hydroxy-4-phenyl-4,5-dihydroisoxazole-5-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 156-06-9
2-oxo-3-(phenyl)propionic acid

: 5-chlorofuran-2-carbonitrileoxide

: 1171190-83-2
3-(5-chlorofuran-2-yl)-5-hydroxy-4-phenyl-4,5-dihydroisoxazole-5-carboxylic acid

Guidance literature:: 2-oxo-3-(phenyl)propionic acid; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at 0 ℃; for 1h; Inert atmosphere;

5-chlorofuran-2-carbonitrileoxide; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1021/jm301905a

Reference yield: 75.0%

: 67-56-1
methanol

: 1171190-83-2
3-(5-chlorofuran-2-yl)-5-hydroxy-4-phenyl-4,5-dihydroisoxazole-5-carboxylic acid

: 1171190-85-4
methyl 3-(5-chlorofuran-2-yl)-5-hydroxy-4-phenyl-4,5-dihydroisoxazole-5-carboxylate

Guidance literature:: With boron trifluoride; at 0 - 20 ℃; for 3.08333h;

Reference yield:

: 1171190-83-2
3-(5-chlorofuran-2-yl)-5-hydroxy-4-phenyl-4,5-dihydroisoxazole-5-carboxylic acid

: 1171190-97-8
3-bromopropyl [3-(5-chlorofuran-2-yl)-4-phenylisoxazol-5-yl]carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: boron trifluoride / 3 h / 0 - 20 °C

2: sodium carbonate / water; methanol / 2 h / Reflux

3: thionyl chloride / 2 h / Reflux

4: triethylamine / dichloromethane / 2 h / 20 °C / Cooling with ice

With thionyl chloride; boron trifluoride; sodium carbonate; triethylamine; In methanol; dichloromethane; water;
DOI:10.1021/jm301905a