(5R)-7-(3,5-dichlorophenyl)-3-iodo-5-methyl-5-[[4-(trifluoromethoxy)phenyl]methyl][8-⁽¹⁴⁾C]imidazo[1,2-a]imidazol-6-one

Base Information

• Chemical Name: (5R)-7-(3,5-dichlorophenyl)-3-iodo-5-methyl-5-[[4-(trifluoromethoxy)phenyl]methyl][8-⁽¹⁴⁾C]imidazo[1,2-a]imidazol-6-one
• CAS No.: 1356585-17-5
• Molecular Formula: C₂₀H₁₃Cl₂F₃IN₃O₂
• Molecular Weight: 584.137

Synonyms:(5R)-7-(3,5-dichlorophenyl)-3-iodo-5-methyl-5-[[4-(trifluoromethoxy)phenyl]methyl][8-⁽¹⁴⁾C]imidazo[1,2-a]imidazol-6-one

Chemical Property of (5R)-7-(3,5-dichlorophenyl)-3-iodo-5-methyl-5-[[4-(trifluoromethoxy)phenyl]methyl][8-⁽¹⁴⁾C]imidazo[1,2-a]imidazol-6-one

Chemical Property:

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Technology Process of (5R)-7-(3,5-dichlorophenyl)-3-iodo-5-methyl-5-[[4-(trifluoromethoxy)phenyl]methyl][8-⁽¹⁴⁾C]imidazo[1,2-a]imidazol-6-one

There total 3 articles about (5R)-7-(3,5-dichlorophenyl)-3-iodo-5-methyl-5-[[4-(trifluoromethoxy)phenyl]methyl][8-⁽¹⁴⁾C]imidazo[1,2-a]imidazol-6-one 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: 66.0%

(5R)-7-(3,5-dichlorophenyl)-5-methyl-5-[[4-(trifluoromethoxy)phenyl]methyl][8-(14)C]imidazo[1,2-a]imidazol-6-one (1356585-16-4) → (5R)-7-(3,5-dichlorophenyl)-3-iodo-5-methyl-5-[[4-(trifluoromethoxy)phenyl]methyl][8-(14)C]imidazo[1,2-a]imidazol-6-one (1356585-17-5) + C19(14)CH12Cl2F3I2N3O2

Guidance literature:

With N-iodo-succinimide; pyridinium p-toluenesulfonate; In dichloromethane; at 0 ℃; regioselective reaction; Darkness;

DOI:10.1002/jlcr.1934

Reference yield:

(2R)-N-(3,5-dichlorophenyl)-2-(2,2-dimethoxyethyl[14(C)]carbamoylamino)-2-methyl-3-[4-(trifluoromethoxy)phenyl]propanamide (1356585-14-2) → (5R)-7-(3,5-dichlorophenyl)-3-iodo-5-methyl-5-[[4-(trifluoromethoxy)phenyl]methyl][8-(14)C]imidazo[1,2-a]imidazol-6-one (1356585-17-5) + C19(14)CH12Cl2F3I2N3O2

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrachloromethane; triethylamine; triphenylphosphine / dichloromethane / 20 °C

2.1: toluene-4-sulfonic acid / ethyl acetate / 70 °C

2.2: 20 °C

3.1: N-iodo-succinimide; pyridinium p-toluenesulfonate / dichloromethane / 0 °C / Darkness

With tetrachloromethane; N-iodo-succinimide; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; In dichloromethane; ethyl acetate; 1.1: Appel reaction;

DOI:10.1002/jlcr.1934

Reference yield:

(5R)-3-(3,5-dichlorophenyl)-2-(2,2-dimethoxyethylimino)-5-methyl-5-[[4-(trifluoromethoxy)phenyl]methyl][2-(14)C]imidazolidin-4-one (1356585-15-3) → (5R)-7-(3,5-dichlorophenyl)-3-iodo-5-methyl-5-[[4-(trifluoromethoxy)phenyl]methyl][8-(14)C]imidazo[1,2-a]imidazol-6-one (1356585-17-5) + C19(14)CH12Cl2F3I2N3O2

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / ethyl acetate / 70 °C

1.2: 20 °C

2.1: N-iodo-succinimide; pyridinium p-toluenesulfonate / dichloromethane / 0 °C / Darkness

With N-iodo-succinimide; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; In dichloromethane; ethyl acetate;

DOI:10.1002/jlcr.1934

upstream raw materials:

(2R)-N-(3,5-dichlorophenyl)-2-(2,2-dimethoxyethyl[14(C)]carbamoylamino)-2-methyl-3-[4-(trifluoromethoxy)phenyl]propanamide

(5R)-3-(3,5-dichlorophenyl)-2-(2,2-dimethoxyethylimino)-5-methyl-5-[[4-(trifluoromethoxy)phenyl]methyl][2-⁽¹⁴⁾C]imidazolidin-4-one

(5R)-7-(3,5-dichlorophenyl)-5-methyl-5-[[4-(trifluoromethoxy)phenyl]methyl][8-⁽¹⁴⁾C]imidazo[1,2-a]imidazol-6-one

Downstream raw materials:

(R)-1-(3,5-dichlorophenyl)-3-methyl-2-oxo-3-(4-(trifluoromethoxy)benzyl)-2,3-dihydro-1H-[8-⁽¹⁴⁾C]imidazo[1,2-a]imidazole-5-sulfonamide

(5R)-7-(3,5-dichlorophenyl)-5-methyl-6-oxo-5-[[4-(trifluoromethoxy)phenyl]methyl][8-⁽¹⁴⁾C]imidazo[1,2-a]imidazole-3-sulfonyl chloride

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