N,N’-(biphenyl-4,4'-diylbis{1,3-thiazole-5,2-diyl(2S)pyrrolidine-2,1-diyl[(1R)-2-oxo-1-phenylethane-2,1-diyl]})diacetamide

Base Information

Chemical Name:N,N’-(biphenyl-4,4'-diylbis{1,3-thiazole-5,2-diyl(2S)pyrrolidine-2,1-diyl[(1R)-2-oxo-1-phenylethane-2,1-diyl]})diacetamide
CAS No.:1310695-07-8
Molecular Formula:C₄₆H₄₄N₆O₄S₂
Molecular Weight:809.025
Hs Code.:

Synonyms:N,N’-(biphenyl-4,4'-diylbis{1,3-thiazole-5,2-diyl(2S)pyrrolidine-2,1-diyl[(1R)-2-oxo-1-phenylethane-2,1-diyl]})diacetamide

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Chemical Property of N,N’-(biphenyl-4,4'-diylbis{1,3-thiazole-5,2-diyl(2S)pyrrolidine-2,1-diyl[(1R)-2-oxo-1-phenylethane-2,1-diyl]})diacetamide

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Technology Process of N,N’-(biphenyl-4,4'-diylbis{1,3-thiazole-5,2-diyl(2S)pyrrolidine-2,1-diyl[(1R)-2-oxo-1-phenylethane-2,1-diyl]})diacetamide

There total 9 articles about N,N’-(biphenyl-4,4'-diylbis{1,3-thiazole-5,2-diyl(2S)pyrrolidine-2,1-diyl[(1R)-2-oxo-1-phenylethane-2,1-diyl]})diacetamide 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:

: C₄₂H₄₀N₆O₂S₂

: 75-36-5
acetyl chloride

: 1310695-07-8
N,N’-(biphenyl-4,4'-diylbis{1,3-thiazole-5,2-diyl(2S)pyrrolidine-2,1-diyl[(1R)-2-oxo-1-phenylethane-2,1-diyl]})diacetamide

: 1310695-08-9
N-{(1R)-2-[(2S)-2-{5-[4’-(2-{(2S)-1-[(2S)-2-(acetylamino)-2-phenylacetyl]pyrrolidin-2-yl}-1,3-thiazol-5-yl)biphenyl-4-yl]-1,3-thiazol-2-yl}pyrrolidin-1-yl]-2-oxo-1-phenylethyl}acetamide

Guidance literature:: With triethylamine; In tetrahydrofuran; at 20 ℃; for 0.166667h; Cooling;

Reference yield:

: 15761-39-4,59433-50-0
1-(tert-butoxycarbonyl)-L-proline

: 1310695-07-8
N,N’-(biphenyl-4,4'-diylbis{1,3-thiazole-5,2-diyl(2S)pyrrolidine-2,1-diyl[(1R)-2-oxo-1-phenylethane-2,1-diyl]})diacetamide

: 1310695-08-9
N-{(1R)-2-[(2S)-2-{5-[4’-(2-{(2S)-1-[(2S)-2-(acetylamino)-2-phenylacetyl]pyrrolidin-2-yl}-1,3-thiazol-5-yl)biphenyl-4-yl]-1,3-thiazol-2-yl}pyrrolidin-1-yl]-2-oxo-1-phenylethyl}acetamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / 0.5 h / 20 °C

1.2: 0.17 h / 20 °C

2.1: Lawessons reagent / tetrahydrofuran / 6 h / Reflux

3.1: potassium acetate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 6 h / 80 °C / Inert atmosphere

4.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,2-dimethoxyethane / 18 h / 80 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

5.2: pH 8 / Cooling

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h / 20 °C

6.2: 20 °C

7.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

7.2: pH 7 - 8 / Cooling

8.1: triethylamine / tetrahydrofuran / 0.17 h / 20 °C / Cooling

With Lawessons reagent; potassium acetate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1007881-98-2
y

: 1310695-07-8
N,N’-(biphenyl-4,4'-diylbis{1,3-thiazole-5,2-diyl(2S)pyrrolidine-2,1-diyl[(1R)-2-oxo-1-phenylethane-2,1-diyl]})diacetamide

: 1310695-08-9
N-{(1R)-2-[(2S)-2-{5-[4’-(2-{(2S)-1-[(2S)-2-(acetylamino)-2-phenylacetyl]pyrrolidin-2-yl}-1,3-thiazol-5-yl)biphenyl-4-yl]-1,3-thiazol-2-yl}pyrrolidin-1-yl]-2-oxo-1-phenylethyl}acetamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: Lawessons reagent / tetrahydrofuran / 6 h / Reflux

2.1: potassium acetate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 6 h / 80 °C / Inert atmosphere

3.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,2-dimethoxyethane / 18 h / 80 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

4.2: pH 8 / Cooling

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h / 20 °C

5.2: 20 °C

6.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

6.2: pH 7 - 8 / Cooling

7.1: triethylamine / tetrahydrofuran / 0.17 h / 20 °C / Cooling

With Lawessons reagent; potassium acetate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;