tert-butyl ((S)-1-(((R)-1-(4-((6-methoxy-2-phenylpyrimidin-4-yl)oxy)-3-vinylphenyl)-2-oxo-2-((4-(((4-(trifluoromethyl)phenyl)sulfonyl)carbamoyl)phenyl)amino)ethyl)amino)-3,3-dimethyl-1-oxobutan-2-yl)carbamate

Base Information

• Chemical Name: tert-butyl ((S)-1-(((R)-1-(4-((6-methoxy-2-phenylpyrimidin-4-yl)oxy)-3-vinylphenyl)-2-oxo-2-((4-(((4-(trifluoromethyl)phenyl)sulfonyl)carbamoyl)phenyl)amino)ethyl)amino)-3,3-dimethyl-1-oxobutan-2-yl)carbamate
• CAS No.: 1450789-89-5
• Molecular Formula: C₄₆H₄₇F₃N₆O₉S
• Molecular Weight: 916.975

Synonyms:

Chemical Property of tert-butyl ((S)-1-(((R)-1-(4-((6-methoxy-2-phenylpyrimidin-4-yl)oxy)-3-vinylphenyl)-2-oxo-2-((4-(((4-(trifluoromethyl)phenyl)sulfonyl)carbamoyl)phenyl)amino)ethyl)amino)-3,3-dimethyl-1-oxobutan-2-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of tert-butyl ((S)-1-(((R)-1-(4-((6-methoxy-2-phenylpyrimidin-4-yl)oxy)-3-vinylphenyl)-2-oxo-2-((4-(((4-(trifluoromethyl)phenyl)sulfonyl)carbamoyl)phenyl)amino)ethyl)amino)-3,3-dimethyl-1-oxobutan-2-yl)carbamate

There total 9 articles about tert-butyl ((S)-1-(((R)-1-(4-((6-methoxy-2-phenylpyrimidin-4-yl)oxy)-3-vinylphenyl)-2-oxo-2-((4-(((4-(trifluoromethyl)phenyl)sulfonyl)carbamoyl)phenyl)amino)ethyl)amino)-3,3-dimethyl-1-oxobutan-2-yl)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: 21.0%

N-tert-butyloxycarbonyl-L-tert-leucine (62965-35-9) + C35H28F3N5O6S*ClH → tert-butyl ((S)-1-(((S)-1-(4-((6-methoxy-2-phenylpyrimidin-4-yl)oxy)-3-vinylphenyl)-2-oxo-2-((4-(((4-(trifluoromethyl)phenyl)sulfonyl)carbamoyl)phenyl)amino)ethyl)amino)-3,3-dimethyl-1-oxobutan-2-yl)carbamate (1450789-78-2) + tert-butyl ((S)-1-(((R)-1-(4-((6-methoxy-2-phenylpyrimidin-4-yl)oxy)-3-vinylphenyl)-2-oxo-2-((4-(((4-(trifluoromethyl)phenyl)sulfonyl)carbamoyl)phenyl)amino)ethyl)amino)-3,3-dimethyl-1-oxobutan-2-yl)carbamate (1450789-89-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 3h; pH=> 10;

DOI:10.1021/ml400217r

Reference yield:

4-bromo-aniline (106-40-1) → tert-butyl ((S)-1-(((S)-1-(4-((6-methoxy-2-phenylpyrimidin-4-yl)oxy)-3-vinylphenyl)-2-oxo-2-((4-(((4-(trifluoromethyl)phenyl)sulfonyl)carbamoyl)phenyl)amino)ethyl)amino)-3,3-dimethyl-1-oxobutan-2-yl)carbamate (1450789-78-2) + tert-butyl ((S)-1-(((R)-1-(4-((6-methoxy-2-phenylpyrimidin-4-yl)oxy)-3-vinylphenyl)-2-oxo-2-((4-(((4-(trifluoromethyl)phenyl)sulfonyl)carbamoyl)phenyl)amino)ethyl)amino)-3,3-dimethyl-1-oxobutan-2-yl)carbamate (1450789-89-5)

Guidance literature:

Multi-step reaction with 4 steps

1: tri tert-butylphosphoniumtetrafluoroborate; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,4-dioxane / 0.42 h / 140 °C / Microwave irradiation

2: 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 / 3 h / 45 °C / pH > 10

3: hydrogenchloride / 1,4-dioxane / 20 °C

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 / N,N-dimethyl-formamide / 3 h / 20 °C / pH > 10

With hydrogenchloride; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; tri tert-butylphosphoniumtetrafluoroborate; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ml400217r

Reference yield:

4-(trifluoromethyl)benzenesulfonamide (830-43-3) → tert-butyl ((S)-1-(((S)-1-(4-((6-methoxy-2-phenylpyrimidin-4-yl)oxy)-3-vinylphenyl)-2-oxo-2-((4-(((4-(trifluoromethyl)phenyl)sulfonyl)carbamoyl)phenyl)amino)ethyl)amino)-3,3-dimethyl-1-oxobutan-2-yl)carbamate (1450789-78-2) + tert-butyl ((S)-1-(((R)-1-(4-((6-methoxy-2-phenylpyrimidin-4-yl)oxy)-3-vinylphenyl)-2-oxo-2-((4-(((4-(trifluoromethyl)phenyl)sulfonyl)carbamoyl)phenyl)amino)ethyl)amino)-3,3-dimethyl-1-oxobutan-2-yl)carbamate (1450789-89-5)

Guidance literature:

Multi-step reaction with 4 steps

1: tri tert-butylphosphoniumtetrafluoroborate; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,4-dioxane / 0.42 h / 140 °C / Microwave irradiation

2: 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 / 3 h / 45 °C / pH > 10

3: hydrogenchloride / 1,4-dioxane / 20 °C

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 / N,N-dimethyl-formamide / 3 h / 20 °C / pH > 10

With hydrogenchloride; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; tri tert-butylphosphoniumtetrafluoroborate; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ml400217r

upstream raw materials:

2-((tert-butoxycarbonyl)amino)-2-(4-((6-methoxy-2-phenylpyrimidin-4-yl)oxy)-3-vinylphenyl)acetic acid

4-bromo-aniline

4-(trifluoromethyl)benzenesulfonamide

4-amino-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide

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