2-{4-[2-acetylamino-2-(1-biphenyl-4-ylmethyl-2-oxo-azepan-3-ylcarbamoyl)-ethyl]-2-methoxycarbonyl-phenyl}-malonic acid di-tert-butyl ester

Base Information

Chemical Name:2-{4-[2-acetylamino-2-(1-biphenyl-4-ylmethyl-2-oxo-azepan-3-ylcarbamoyl)-ethyl]-2-methoxycarbonyl-phenyl}-malonic acid di-tert-butyl ester
CAS No.:439904-27-5
Molecular Formula:C₄₃H₅₃N₃O₉
Molecular Weight:755.909
Hs Code.:

2-{4-[2-acetylamino-2-(1-biphenyl-4-ylmethyl-2-oxo-azepan-3-ylcarbamoyl)-ethyl]-2-methoxycarbonyl-phenyl}-malonic acid di-<i>tert</i>-butyl ester

Synonyms:2-{4-[2-acetylamino-2-(1-biphenyl-4-ylmethyl-2-oxo-azepan-3-ylcarbamoyl)-ethyl]-2-methoxycarbonyl-phenyl}-malonic acid di-tert-butyl ester

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Chemical Property of 2-{4-[2-acetylamino-2-(1-biphenyl-4-ylmethyl-2-oxo-azepan-3-ylcarbamoyl)-ethyl]-2-methoxycarbonyl-phenyl}-malonic acid di-tert-butyl ester

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Technology Process of 2-{4-[2-acetylamino-2-(1-biphenyl-4-ylmethyl-2-oxo-azepan-3-ylcarbamoyl)-ethyl]-2-methoxycarbonyl-phenyl}-malonic acid di-tert-butyl ester

There total 5 articles about 2-{4-[2-acetylamino-2-(1-biphenyl-4-ylmethyl-2-oxo-azepan-3-ylcarbamoyl)-ethyl]-2-methoxycarbonyl-phenyl}-malonic acid di-tert-butyl ester 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:

: 14192-12-2
2,5-diiodobenzoic acid

: 439904-27-5
2-{4-[2-acetylamino-2-(1-biphenyl-4-ylmethyl-2-oxo-azepan-3-ylcarbamoyl)-ethyl]-2-methoxycarbonyl-phenyl}-malonic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 74.9 percent / SOCl₂ / 23 h / Heating

2.1: NaH / dioxane / 0.5 h / 20 °C

2.2: CuBr / dioxane / 0.25 h / 20 °C

2.3: 70.8 percent / dioxane / 16 h / Heating

3.1: Et₃N; Pd(OAc)2; tri-o-tolylphosphine / acetonitrile / 30 h / Heating

4.1: aq. LiOH / tetrahydrofuran / 1.5 h / 20 °C

5.1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole / CH₂Cl₂; dimethylformamide / 0.5 h / 20 °C

5.2: 44.15 percent / CH₂Cl₂ / 16 h / 20 °C

6.1: 74.5 percent / H₂ / 10percent Pd/C / methanol / 96 h / 1320.13 Torr

With palladium diacetate; lithium hydroxide; thionyl chloride; hydrogen; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tris-(o-tolyl)phosphine; 10percent Pd/C; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm010927p

Reference yield:

: 14192-13-3
methyl 2,5-diiodobenzoate

: 439904-27-5
2-{4-[2-acetylamino-2-(1-biphenyl-4-ylmethyl-2-oxo-azepan-3-ylcarbamoyl)-ethyl]-2-methoxycarbonyl-phenyl}-malonic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / dioxane / 0.5 h / 20 °C

1.2: CuBr / dioxane / 0.25 h / 20 °C

1.3: 70.8 percent / dioxane / 16 h / Heating

2.1: Et₃N; Pd(OAc)2; tri-o-tolylphosphine / acetonitrile / 30 h / Heating

3.1: aq. LiOH / tetrahydrofuran / 1.5 h / 20 °C

4.1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole / CH₂Cl₂; dimethylformamide / 0.5 h / 20 °C

4.2: 44.15 percent / CH₂Cl₂ / 16 h / 20 °C

5.1: 74.5 percent / H₂ / 10percent Pd/C / methanol / 96 h / 1320.13 Torr

With palladium diacetate; lithium hydroxide; hydrogen; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tris-(o-tolyl)phosphine; 10percent Pd/C; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm010927p

Reference yield:

: 439904-24-2
2-(4-iodo-2-methoxycarbonylphenyl)propanedioic acid, 1,3-bis(1,1-dimethylethyl)ester

: 439904-27-5
2-{4-[2-acetylamino-2-(1-biphenyl-4-ylmethyl-2-oxo-azepan-3-ylcarbamoyl)-ethyl]-2-methoxycarbonyl-phenyl}-malonic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N; Pd(OAc)2; tri-o-tolylphosphine / acetonitrile / 30 h / Heating

2.1: aq. LiOH / tetrahydrofuran / 1.5 h / 20 °C

3.1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole / CH₂Cl₂; dimethylformamide / 0.5 h / 20 °C

3.2: 44.15 percent / CH₂Cl₂ / 16 h / 20 °C

4.1: 74.5 percent / H₂ / 10percent Pd/C / methanol / 96 h / 1320.13 Torr

With palladium diacetate; lithium hydroxide; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tris-(o-tolyl)phosphine; 10percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm010927p