tert-butyl N-[2-[[(1R)-2-(3,5-dichloroanilino)-1-[⁽²⁾H₃]methyl-2-oxo-1-[[4-(trifluoromethoxy)phenyl]methyl]ethyl]amino]-2-oxo[⁽¹³⁾C₂]ethyl]carbamate

Base Information

• Chemical Name: tert-butyl N-[2-[[(1R)-2-(3,5-dichloroanilino)-1-[⁽²⁾H₃]methyl-2-oxo-1-[[4-(trifluoromethoxy)phenyl]methyl]ethyl]amino]-2-oxo[⁽¹³⁾C₂]ethyl]carbamate
• CAS No.: 1356584-80-9
• Molecular Formula: C₂₄H₂₆Cl₂F₃N₃O₅
• Molecular Weight: 569.343

Synonyms:tert-butyl N-[2-[[(1R)-2-(3,5-dichloroanilino)-1-[⁽²⁾H₃]methyl-2-oxo-1-[[4-(trifluoromethoxy)phenyl]methyl]ethyl]amino]-2-oxo[⁽¹³⁾C₂]ethyl]carbamate

Chemical Property of tert-butyl N-[2-[[(1R)-2-(3,5-dichloroanilino)-1-[⁽²⁾H₃]methyl-2-oxo-1-[[4-(trifluoromethoxy)phenyl]methyl]ethyl]amino]-2-oxo[⁽¹³⁾C₂]ethyl]carbamate

Chemical Property:

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Technology Process of tert-butyl N-[2-[[(1R)-2-(3,5-dichloroanilino)-1-[⁽²⁾H₃]methyl-2-oxo-1-[[4-(trifluoromethoxy)phenyl]methyl]ethyl]amino]-2-oxo[⁽¹³⁾C₂]ethyl]carbamate

There total 8 articles about tert-butyl N-[2-[[(1R)-2-(3,5-dichloroanilino)-1-[⁽²⁾H₃]methyl-2-oxo-1-[[4-(trifluoromethoxy)phenyl]methyl]ethyl]amino]-2-oxo[⁽¹³⁾C₂]ethyl]carbamate 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:

C10(13)C2H21NO5 + (2R)-2-amino-N-(3,5-dichlorophenyl)-2-[(2)H3]methyl-3-[4-(trifluoromethoxy)phenyl]propanamide (1356584-77-4) → tert-butyl N-[2-[[(1R)-2-(3,5-dichloroanilino)-1-[(2)H3]methyl-2-oxo-1-[[4-(trifluoromethoxy)phenyl]methyl]ethyl]amino]-2-oxo[(13)C2]ethyl]carbamate (1356584-80-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; at -20 - 20 ℃; for 48h;

DOI:10.1002/jlcr.1934

Reference yield:

(R)-2-amino-N-(3,5-dichlorophenyl)[3,3,3-(2)H]propionamide (1356584-69-4) → tert-butyl N-[2-[[(1R)-2-(3,5-dichloroanilino)-1-[(2)H3]methyl-2-oxo-1-[[4-(trifluoromethoxy)phenyl]methyl]ethyl]amino]-2-oxo[(13)C2]ethyl]carbamate (1356584-80-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: toluene / 55 °C

2.1: triethylamine / dichloromethane / 0.17 h / -5 °C

2.2: -5 - 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -20 - -15 °C / Inert atmosphere

3.2: -15 - 20 °C

4.1: N-benzyl-trimethylammonium hydroxide; sodium hydroxide / 1,4-dioxane; water / 50 °C

4.2: 3 h / 50 °C / Cooling with ice

4.3: pH 12

5.1: triethylamine / tetrahydrofuran / 48 h / -20 - 20 °C

With N-benzyl-trimethylammonium hydroxide; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene;

DOI:10.1002/jlcr.1934

Reference yield:

(2S,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-([(2)H3]methyl)imidazolidin-4-one (1356584-71-8) → tert-butyl N-[2-[[(1R)-2-(3,5-dichloroanilino)-1-[(2)H3]methyl-2-oxo-1-[[4-(trifluoromethoxy)phenyl]methyl]ethyl]amino]-2-oxo[(13)C2]ethyl]carbamate (1356584-80-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 0.17 h / -5 °C

1.2: -5 - 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -20 - -15 °C / Inert atmosphere

2.2: -15 - 20 °C

3.1: N-benzyl-trimethylammonium hydroxide; sodium hydroxide / 1,4-dioxane; water / 50 °C

3.2: 3 h / 50 °C / Cooling with ice

3.3: pH 12

4.1: triethylamine / tetrahydrofuran / 48 h / -20 - 20 °C

With N-benzyl-trimethylammonium hydroxide; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;

DOI:10.1002/jlcr.1934

upstream raw materials:

[(R)-1-(3,5-dichlorophenylcarbamoyl)[2,2,2-⁽²⁾H₃]ethyl]carbamic acid tert-butyl ester

(R)-2-amino-N-(3,5-dichlorophenyl)[3,3,3-⁽²⁾H]propionamide

(2S,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-([⁽²⁾H₃]methyl)imidazolidin-4-one

(2S,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-[⁽²⁾H₃]methyl-1-(2,2,2-trifluoroacetyl)imidazolidin-4-one

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