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

Base Information

• Chemical Name: (2S)-2-[[(5R)-7-(3,5-dichlorophenyl)-5-methyl-6-oxo-5-[[4-(trifluoromethoxy)phenyl]methyl][8-⁽¹⁴⁾C]imidazo[1,2-a]imidazol-3-yl]sulfonylamino]propanamide
• CAS No.: 1356585-20-0
• Molecular Formula: C₂₃H₂₀Cl₂F₃N₅O₅S
• Molecular Weight: 608.399

Synonyms:

Chemical Property of (2S)-2-[[(5R)-7-(3,5-dichlorophenyl)-5-methyl-6-oxo-5-[[4-(trifluoromethoxy)phenyl]methyl][8-⁽¹⁴⁾C]imidazo[1,2-a]imidazol-3-yl]sulfonylamino]propanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of (2S)-2-[[(5R)-7-(3,5-dichlorophenyl)-5-methyl-6-oxo-5-[[4-(trifluoromethoxy)phenyl]methyl][8-⁽¹⁴⁾C]imidazo[1,2-a]imidazol-3-yl]sulfonylamino]propanamide

There total 5 articles about (2S)-2-[[(5R)-7-(3,5-dichlorophenyl)-5-methyl-6-oxo-5-[[4-(trifluoromethoxy)phenyl]methyl][8-⁽¹⁴⁾C]imidazo[1,2-a]imidazol-3-yl]sulfonylamino]propanamide 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:

(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 (1356585-19-7) + (S)-alaninamide hydrochloride (33208-99-0) → (2S)-2-[[(5R)-7-(3,5-dichlorophenyl)-5-methyl-6-oxo-5-[[4-(trifluoromethoxy)phenyl]methyl][8-(14)C]imidazo[1,2-a]imidazol-3-yl]sulfonylamino]propanamide (1356585-20-0)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1002/jlcr.1934

Reference yield:

(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) → (2S)-2-[[(5R)-7-(3,5-dichlorophenyl)-5-methyl-6-oxo-5-[[4-(trifluoromethoxy)phenyl]methyl][8-(14)C]imidazo[1,2-a]imidazol-3-yl]sulfonylamino]propanamide (1356585-20-0)

Guidance literature:

Multi-step reaction with 3 steps

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

2.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -40 °C

2.2: 2.08 h / -40 - 20 °C

2.3: 1 h / -20 °C / Inert atmosphere

3.1: triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C

With N-iodo-succinimide; isopropylmagnesium chloride; pyridinium p-toluenesulfonate; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

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) → (2S)-2-[[(5R)-7-(3,5-dichlorophenyl)-5-methyl-6-oxo-5-[[4-(trifluoromethoxy)phenyl]methyl][8-(14)C]imidazo[1,2-a]imidazol-3-yl]sulfonylamino]propanamide (1356585-20-0)

Guidance literature:

Multi-step reaction with 5 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-Bromosuccinimide; triethylamine / dichloromethane / 14.5 h / 0 - 20 °C

4.1: isopropylmagnesium chloride / tetrahydrofuran / -10 °C

4.2: 0.25 h

4.3: 0.25 h

5.1: triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C

With tetrachloromethane; N-Bromosuccinimide; isopropylmagnesium chloride; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1.1: Appel reaction;

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

(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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