methyl (4-(5-((1S)-1-((tert-butoxycarbonyl)amino)but-3-en-1-yl)-6-fluoropyridin-3-yl)-3-((2-methylbut-3-enoyl)amino)phenyl)carbamate

Base Information

Chemical Name:methyl (4-(5-((1S)-1-((tert-butoxycarbonyl)amino)but-3-en-1-yl)-6-fluoropyridin-3-yl)-3-((2-methylbut-3-enoyl)amino)phenyl)carbamate
CAS No.:1422387-08-3
Molecular Formula:C₂₇H₃₃FN₄O₅
Molecular Weight:512.581
Hs Code.:

Synonyms:methyl (4-(5-((1S)-1-((tert-butoxycarbonyl)amino)but-3-en-1-yl)-6-fluoropyridin-3-yl)-3-((2-methylbut-3-enoyl)amino)phenyl)carbamate

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Chemical Property of methyl (4-(5-((1S)-1-((tert-butoxycarbonyl)amino)but-3-en-1-yl)-6-fluoropyridin-3-yl)-3-((2-methylbut-3-enoyl)amino)phenyl)carbamate

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Technology Process of methyl (4-(5-((1S)-1-((tert-butoxycarbonyl)amino)but-3-en-1-yl)-6-fluoropyridin-3-yl)-3-((2-methylbut-3-enoyl)amino)phenyl)carbamate

There total 11 articles about methyl (4-(5-((1S)-1-((tert-butoxycarbonyl)amino)but-3-en-1-yl)-6-fluoropyridin-3-yl)-3-((2-methylbut-3-enoyl)amino)phenyl)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: 83.0%

: 53774-20-2
2-methylbut-3-enoic acid

: 1422387-07-2
tert-butyl N-[(1S)-1-(5-{2-amino-4-[(methoxycarbonyl)amino]phenyl}-2-fluoropyridin-3-yl)but-3-en-1-yl]carbamate

: 1422387-08-3
methyl (4-(5-((1S)-1-((tert-butoxycarbonyl)amino)but-3-en-1-yl)-6-fluoropyridin-3-yl)-3-((2-methylbut-3-enoyl)amino)phenyl)carbamate

Guidance literature:: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In ethyl acetate; at -10 - 20 ℃; Inert atmosphere;

Reference yield:

: 1422387-03-8
(R)-N-((S)-1-(5-bromo-2-fluoropyridin-3-yl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide

: 1422387-08-3
methyl (4-(5-((1S)-1-((tert-butoxycarbonyl)amino)but-3-en-1-yl)-6-fluoropyridin-3-yl)-3-((2-methylbut-3-enoyl)amino)phenyl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

1: hydrogenchloride / methanol; 1,4-dioxane / 1 h / 20 °C

2: triethylamine / dichloromethane / 0 - 20 °C

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium phosphate / water; dimethyl sulfoxide / 1 h / 90 °C / Inert atmosphere

4: zinc; ammonium chloride / methanol / 2 h / 20 °C / Sealed tube

5: pyridine / dichloromethane / 1.5 h / -78 °C

6: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine / ethyl acetate / -10 - 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; ammonium chloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; In 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate;

Reference yield:

: 875781-15-0
5-bromo-2-fluoro-3-pyridinecarboxaldehyde

: 1422387-08-3
methyl (4-(5-((1S)-1-((tert-butoxycarbonyl)amino)but-3-en-1-yl)-6-fluoropyridin-3-yl)-3-((2-methylbut-3-enoyl)amino)phenyl)carbamate

Guidance literature:: Multi-step reaction with 8 steps

1: titanium(IV) tetraethanolate / dichloromethane / 48 h / 20 °C

2: sodium bromide; indium / water / 10 h / 20 °C

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

4: triethylamine / dichloromethane / 0 - 20 °C

5: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium phosphate / water; dimethyl sulfoxide / 1 h / 90 °C / Inert atmosphere

6: zinc; ammonium chloride / methanol / 2 h / 20 °C / Sealed tube

7: pyridine / dichloromethane / 1.5 h / -78 °C

8: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine / ethyl acetate / -10 - 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; titanium(IV) tetraethanolate; indium; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; ammonium chloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium bromide; zinc; In 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate;