1,1-dimethylethyl 6-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-7-(((2-(4'-(2-((2S)-1-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-2-pyrrolidinyl)-1H-imidazol-4-yl)-4-biphenylyl)-2-oxoethyl)amino)carbonyl)-2,6-diazaspiro[3.4]octane-2-carboxylate

Base Information

• Chemical Name: 1,1-dimethylethyl 6-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-7-(((2-(4'-(2-((2S)-1-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-2-pyrrolidinyl)-1H-imidazol-4-yl)-4-biphenylyl)-2-oxoethyl)amino)carbonyl)-2,6-diazaspiro[3.4]octane-2-carboxylate
• CAS No.: 1272656-37-7
• Molecular Formula: C₄₇H₆₂N₈O₁₀
• Molecular Weight: 899.057

Synonyms:1,1-dimethylethyl 6-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-7-(((2-(4'-(2-((2S)-1-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-2-pyrrolidinyl)-1H-imidazol-4-yl)-4-biphenylyl)-2-oxoethyl)amino)carbonyl)-2,6-diazaspiro[3.4]octane-2-carboxylate

Chemical Property of 1,1-dimethylethyl 6-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-7-(((2-(4'-(2-((2S)-1-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-2-pyrrolidinyl)-1H-imidazol-4-yl)-4-biphenylyl)-2-oxoethyl)amino)carbonyl)-2,6-diazaspiro[3.4]octane-2-carboxylate

Chemical Property:

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Technology Process of 1,1-dimethylethyl 6-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-7-(((2-(4'-(2-((2S)-1-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-2-pyrrolidinyl)-1H-imidazol-4-yl)-4-biphenylyl)-2-oxoethyl)amino)carbonyl)-2,6-diazaspiro[3.4]octane-2-carboxylate

There total 22 articles about 1,1-dimethylethyl 6-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-7-(((2-(4'-(2-((2S)-1-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-2-pyrrolidinyl)-1H-imidazol-4-yl)-4-biphenylyl)-2-oxoethyl)amino)carbonyl)-2,6-diazaspiro[3.4]octane-2-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: 75.0%

2-(1,1-dimethylethyl) 7-ethyl 6-(N-[(methyloxy)carbonyl]-L-valyl)-2,6-diazaspiro[3.4]octane-7-carboxylic acid (1272656-44-6) + methyl{(1S)-1-[((2S)-2-{4-[4'-(aminoacetyl)-4-biphenylyl]-1H-imidazol-2-yl}-1-pyrrolidinyl)carbonyl]-2-methylpropyl}carbamate dihydrochloride → 1,1-dimethylethyl 6-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-7-(((2-(4'-(2-((2S)-1-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-2-pyrrolidinyl)-1H-imidazol-4-yl)-4-biphenylyl)-2-oxoethyl)amino)carbonyl)-2,6-diazaspiro[3.4]octane-2-carboxylate (1272656-37-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

Reference yield:

tert-butyl 3-formylazetidine-1-carboxylate (177947-96-5) → 1,1-dimethylethyl 6-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-7-(((2-(4'-(2-((2S)-1-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-2-pyrrolidinyl)-1H-imidazol-4-yl)-4-biphenylyl)-2-oxoethyl)amino)carbonyl)-2,6-diazaspiro[3.4]octane-2-carboxylate (1272656-37-7)

Guidance literature:

Multi-step reaction with 6 steps

1: benzene / Reflux; Inert atmosphere

2: triethylamine / tetrahydrofuran / Inert atmosphere

3: hydrogen / ethanol / Inert atmosphere

4: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

5: lithium hydroxide / water; tetrahydrofuran; methanol / 2 h / 20 °C

6: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;

DOI:10.1021/jm4013104

Reference yield:

para-bromophenacyl bromide (99-73-0,132309-76-3) → 1,1-dimethylethyl 6-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-7-(((2-(4'-(2-((2S)-1-((2S)-3-methyl-2-(((methyloxy)carbonyl)amino)butanoyl)-2-pyrrolidinyl)-1H-imidazol-4-yl)-4-biphenylyl)-2-oxoethyl)amino)carbonyl)-2,6-diazaspiro[3.4]octane-2-carboxylate (1272656-37-7)

Guidance literature:

Multi-step reaction with 6 steps

1: hexamethylenetetramine / toluene / 16 h / 40 °C / Inert atmosphere

2: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 16 h / 20 - 80 °C / Inert atmosphere

4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate / 1,2-dimethoxyethane; water / 16 h / 80 °C / Inert atmosphere

5: hydrogenchloride / dichloromethane; 1,4-dioxane

6: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; hexamethylenetetramine; potassium acetate; sodium hydrogencarbonate; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm4013104

upstream raw materials:

para-bromophenacyl bromide

N-methoxycarbonyl-L-valine

α-amino-4-bromoacetophenone hydrochloride

4-bromophenacylamine

Downstream raw materials:

1,1-dimethylethyl 6-{N-[(methyloxy)carbonyl]-L-valyl}-7-(4-{4′-[2-((2S)-1-{N-[(methyloxy)carbonyl]-L-valyl}-2-pyrrolidinyl)-1H-imidazol-4-yl]-4-biphenylyl}-1H-imidazol-2-yl)-2,6-diazaspiro[3.4]octane-2-carboxylate

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