4-[(2S)-2-(3,5-dichloro-phenyl)-2-trifluoromethyl-3H-furan-4-yl]-N-(1,1-dioxo-1λ⁶-thietan-3-yl)-2-methyl-benzamide

Base Information

• Chemical Name: 4-[(2S)-2-(3,5-dichloro-phenyl)-2-trifluoromethyl-3H-furan-4-yl]-N-(1,1-dioxo-1λ⁶-thietan-3-yl)-2-methyl-benzamide
• CAS No.: 1425943-23-2
• Molecular Formula: C₂₂H₁₈Cl₂F₃NO₄S
• Molecular Weight: 520.356

Synonyms:4-[(2S)-2-(3,5-dichloro-phenyl)-2-trifluoromethyl-3H-furan-4-yl]-N-(1,1-dioxo-1λ⁶-thietan-3-yl)-2-methyl-benzamide

Chemical Property of 4-[(2S)-2-(3,5-dichloro-phenyl)-2-trifluoromethyl-3H-furan-4-yl]-N-(1,1-dioxo-1λ⁶-thietan-3-yl)-2-methyl-benzamide

Chemical Property:

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Technology Process of 4-[(2S)-2-(3,5-dichloro-phenyl)-2-trifluoromethyl-3H-furan-4-yl]-N-(1,1-dioxo-1λ⁶-thietan-3-yl)-2-methyl-benzamide

There total 14 articles about 4-[(2S)-2-(3,5-dichloro-phenyl)-2-trifluoromethyl-3H-furan-4-yl]-N-(1,1-dioxo-1λ⁶-thietan-3-yl)-2-methyl-benzamide 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:

(1,1-dioxo-1λ6-thietan-3-yl)amine (88511-13-1) + 4-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-furan-3-yl]-2-methyl-benzoic acid (1331886-83-9) → 4-[(2R)-2-(3,5-dichlorophenyl)-2-(trifiuoromethyl)-3H-furan-4-yl]-N-(1,1-dioxothietan-3-yl)-2-methylbenzamide (1425943-24-3) + 4-[(2S)-2-(3,5-dichloro-phenyl)-2-trifluoromethyl-3H-furan-4-yl]-N-(1,1-dioxo-1λ6-thietan-3-yl)-2-methyl-benzamide (1425943-23-2)

Guidance literature:

4-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-furan-3-yl]-2-methyl-benzoic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃;

(1,1-dioxo-1λ⁶-thietan-3-yl)amine; With triethylamine; In dichloromethane; at 0 - 20 ℃;

Reference yield:

3,5-dichloro-2,2,2-trifluoroacetophenone (130336-16-2) → 4-[(2R)-2-(3,5-dichlorophenyl)-2-(trifiuoromethyl)-3H-furan-4-yl]-N-(1,1-dioxothietan-3-yl)-2-methylbenzamide (1425943-24-3) + 4-[(2S)-2-(3,5-dichloro-phenyl)-2-trifluoromethyl-3H-furan-4-yl]-N-(1,1-dioxo-1λ6-thietan-3-yl)-2-methyl-benzamide (1425943-23-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: tetrahydrofuran / -75 - 20 °C

2.1: tetrabutylammonium acetate; palladium diacetate / 0.25 h / 80 °C / Inert atmosphere

2.2: 60 h / 80 °C

3.1: dicarbonylacetylacetonato rhodium (I); tris(2,4-di-tert-butylphenyl)phosphite; hydrogen / toluene / 20 h / 100 °C / 37503.8 Torr / Inert atmosphere

4.1: toluene-4-sulfonic acid / 5,5-dimethyl-1,3-cyclohexadiene / 1.5 h / 130 °C / Inert atmosphere

5.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 °C

6.1: dichloromethane / 4.5 h / 0 - 20 °C

With oxalyl dichloride; dicarbonylacetylacetonato rhodium (I); tris(2,4-di-tert-butylphenyl)phosphite; hydrogen; tetrabutylammonium acetate; palladium diacetate; toluene-4-sulfonic acid; N,N-dimethyl-formamide; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; toluene;

Reference yield:

tert-butyl 4-[5-(3,5-dichlorophenyl)-2-hydroxy-5-(trifluoromethyl)tetrahydrofuran-3-yl]-2-methylbenzoate → 4-[(2R)-2-(3,5-dichlorophenyl)-2-(trifiuoromethyl)-3H-furan-4-yl]-N-(1,1-dioxothietan-3-yl)-2-methylbenzamide (1425943-24-3) + 4-[(2S)-2-(3,5-dichloro-phenyl)-2-trifluoromethyl-3H-furan-4-yl]-N-(1,1-dioxo-1λ6-thietan-3-yl)-2-methyl-benzamide (1425943-23-2)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / 5,5-dimethyl-1,3-cyclohexadiene / 1.5 h / 130 °C / Inert atmosphere

2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 °C

3: dichloromethane / 4.5 h / 0 - 20 °C

With oxalyl dichloride; toluene-4-sulfonic acid; N,N-dimethyl-formamide; In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane;

upstream raw materials:

4-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-furan-3-yl]-2-methyl-benzoic acid

2-(3,5-dichlorophenyl)-1,1,1-trifluoro-but-3-en-2-ol

3,5-dichloro-2,2,2-trifluoroacetophenone

tert-butyl 4-[(E)-3-(3,5-dichlorophenyl)-4,4,4-trifluoro-3-hydroxybut-1-enyl]-2-methylbenzoate

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