3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid

Base Information

• Chemical Name: 3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid
• CAS No.: 1414378-26-9
• Molecular Formula: C₁₈H₁₁Cl₂F₄NO₃S
• Molecular Weight: 468.256
• Mol file: 1414378-26-9.mol

Synonyms:3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid

Chemical Property of 3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid

There total 12 articles about 3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-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:

3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid methyl ester (1414378-14-5) → 3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid (1414378-26-9)

Guidance literature:

3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid methyl ester; With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 50 ℃; for 0.5h;

With hydrogenchloride; In water; pH=1;

Reference yield:

1-pyrrolidinocyclopent-1-ene (7148-07-4) → 3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid (1414378-26-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: triethylamine / toluene / Reflux

2.1: water; acetic acid / tetrahydrofuran / 48 h / 20 °C

3.1: tetrachloromethane; tributylphosphine / 60 °C

3.2: -10 - 0 °C

4.1: manganese(IV) oxide / dichloromethane / 2 h / Reflux

5.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

5.2: 2 h / 20 °C / Inert atmosphere

6.1: thionyl chloride; pyridine / dichloromethane / 3 h / 20 °C

7.1: hydroxylamine hydrochloride; sodium hydroxide / water; tetrahydrofuran / 20 °C

8.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 0.5 h / 50 °C

8.2: pH 1

With pyridine; tetrachloromethane; manganese(IV) oxide; thionyl chloride; lithium hydroxide monohydrate; tributylphosphine; hydroxylamine hydrochloride; water; acetic acid; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; toluene;

Reference yield:

3-[3-(3,5-dichloro-4-fluoro-phenyl)-4,4,4-trifluoro-3-hydroxy-butyryl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid methyl ester (1414377-96-0) → 3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid (1414378-26-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride; pyridine / dichloromethane / 3 h / 20 °C

2.1: hydroxylamine hydrochloride; sodium hydroxide / water; tetrahydrofuran / 20 °C

3.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 0.5 h / 50 °C

3.2: pH 1

With pyridine; thionyl chloride; lithium hydroxide monohydrate; hydroxylamine hydrochloride; water; sodium hydroxide; In tetrahydrofuran; dichloromethane; water;

upstream raw materials:

cyclopentanone

1-pyrrolidinocyclopent-1-ene

cyclopentane-1,2-dione

methyl [(2-oxopropyl)sulfanyl]acetate

Downstream raw materials:

3-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-(2,2,2-trifluoroethylamino)ethyl)-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxamide

(S)-3-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxo-2-(2,2,2-trifluoroethylamino)ethyl)-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxamide

(S)-3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid [(2,2-difluoro-ethylcarbamoyl)-methyl]-amide

3-[5-(3,5-dichloro-4-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid [(2-fluoro-ethylcarbamoyl)-methyl]-amide