methyl (R)-2-isopropyl-4-((4-(4'-(2-((S)-1-((methoxycarbonyl)-L-valyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)-[1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)methyl)-3-oxopiperazine-1-carboxylate

Base Information

• Chemical Name: methyl (R)-2-isopropyl-4-((4-(4'-(2-((S)-1-((methoxycarbonyl)-L-valyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)-[1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)methyl)-3-oxopiperazine-1-carboxylate
• CAS No.: 1616889-53-2
• Molecular Formula: C₃₉H₄₈N₈O₆
• Molecular Weight: 724.86

Synonyms:methyl (R)-2-isopropyl-4-((4-(4'-(2-((S)-1-((methoxycarbonyl)-L-valyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)-[1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)methyl)-3-oxopiperazine-1-carboxylate

Chemical Property of methyl (R)-2-isopropyl-4-((4-(4'-(2-((S)-1-((methoxycarbonyl)-L-valyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)-[1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)methyl)-3-oxopiperazine-1-carboxylate

Chemical Property:

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Technology Process of methyl (R)-2-isopropyl-4-((4-(4'-(2-((S)-1-((methoxycarbonyl)-L-valyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)-[1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)methyl)-3-oxopiperazine-1-carboxylate

There total 12 articles about methyl (R)-2-isopropyl-4-((4-(4'-(2-((S)-1-((methoxycarbonyl)-L-valyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)-[1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)methyl)-3-oxopiperazine-1-carboxylate 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: 52.0%

C32H37N7O3 (1616889-71-4) + N-methoxycarbonyl-L-valine (111398-44-8,74761-42-5) → methyl (R)-2-isopropyl-4-((4-(4'-(2-((S)-1-((methoxycarbonyl)-L-valyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)-[1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)methyl)-3-oxopiperazine-1-carboxylate (1616889-53-2)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃;

DOI:10.1002/cmdc.201400045

Reference yield:

C16H21N3O7S (1616889-64-5) → methyl (R)-2-isopropyl-4-((4-(4'-(2-((S)-1-((methoxycarbonyl)-L-valyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)-[1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)methyl)-3-oxopiperazine-1-carboxylate (1616889-53-2)

Guidance literature:

Multi-step reaction with 8 steps

1: potassium carbonate; thiophenol / acetonitrile; dimethyl sulfoxide / 60 °C

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

3: potassium hydroxide; water / methanol / 40 °C

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

5: ammonium acetate / Reflux; Molecular sieve

6: potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine / 1,4-dioxane / 140 °C / Microwave irradiation

7: hydrogenchloride / water; 1,4-dioxane / 50 °C

8: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / acetonitrile / 20 °C

With hydrogenchloride; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; ammonium acetate; water; potassium carbonate; benzotriazol-1-ol; thiophenol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; potassium hydroxide; tricyclohexylphosphine; In 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; acetonitrile; 6: |Suzuki Coupling;

DOI:10.1002/cmdc.201400045

Reference yield:

C14H19N3O7S → methyl (R)-2-isopropyl-4-((4-(4'-(2-((S)-1-((methoxycarbonyl)-L-valyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)-[1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)methyl)-3-oxopiperazine-1-carboxylate (1616889-53-2)

Guidance literature:

Multi-step reaction with 9 steps

1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

2: potassium carbonate; thiophenol / acetonitrile; dimethyl sulfoxide / 60 °C

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

4: potassium hydroxide; water / methanol / 40 °C

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

6: ammonium acetate / Reflux; Molecular sieve

7: potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine / 1,4-dioxane / 140 °C / Microwave irradiation

8: hydrogenchloride / water; 1,4-dioxane / 50 °C

9: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / acetonitrile / 20 °C

With hydrogenchloride; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; ammonium acetate; water; potassium carbonate; benzotriazol-1-ol; thiophenol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; potassium hydroxide; tricyclohexylphosphine; In 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 7: |Suzuki Coupling;

DOI:10.1002/cmdc.201400045

upstream raw materials:

C₁₆H₂₁N₃O₇S

C₁₀H₁₈N₂O₃

C₁₂H₂₀N₂O₅

Boc-D-Val-OH

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