rac-5-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid (tetrahydro-furan-3-yl)-amide

Base Information

Chemical Name:rac-5-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid (tetrahydro-furan-3-yl)-amide
CAS No.:1254965-36-0
Molecular Formula:C₂₀H₂₁FN₄O₅
Molecular Weight:416.409
Hs Code.:

Synonyms:rac-5-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid (tetrahydro-furan-3-yl)-amide

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Chemical Property of rac-5-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid (tetrahydro-furan-3-yl)-amide

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Technology Process of rac-5-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid (tetrahydro-furan-3-yl)-amide

There total 7 articles about rac-5-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid (tetrahydro-furan-3-yl)-amide 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: 50.0%

: 88675-24-5,111769-26-7
3-aminotetrahydrofuran

: 1254966-33-0
5-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid

: 1254965-36-0
rac-5-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid (tetrahydro-furan-3-yl)-amide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; at 20 ℃;

Reference yield:

: 954230-39-8
3-(4-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester

: 1254965-36-0
rac-5-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid (tetrahydro-furan-3-yl)-amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium ethanolate / ethanol / 1 h / Reflux

2.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 20 °C

2.2: 20 °C

3.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 5 - 20 °C / Inert atmosphere

4.1: sodium periodate; osmium(VIII) oxide; N-benzyl-N,N,N-triethylammonium chloride; water / 1,4-dioxane / 0.42 h / 120 °C / Microwave irradiation

5.1: methanol; sodium tetrahydroborate / 1 h / 20 °C

6.1: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C

7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; water / 20 °C

With methanol; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-benzyl-N,N,N-triethylammonium chloride; water; sodium ethanolate; chloroformic acid ethyl ester; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water;

Reference yield:

: 1240402-78-1
3-(4-fluoro-phenyl)-5-((E)-styryl)-isoxazole-4-carboxylic acid

: 1254965-36-0
rac-5-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid (tetrahydro-furan-3-yl)-amide

Guidance literature:: Multi-step reaction with 6 steps

1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 20 °C

1.2: 20 °C

2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 5 - 20 °C / Inert atmosphere

3.1: sodium periodate; osmium(VIII) oxide; N-benzyl-N,N,N-triethylammonium chloride; water / 1,4-dioxane / 0.42 h / 120 °C / Microwave irradiation

4.1: methanol; sodium tetrahydroborate / 1 h / 20 °C

5.1: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; water / 20 °C

With methanol; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-benzyl-N,N,N-triethylammonium chloride; water; chloroformic acid ethyl ester; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; methanol; water;