methyl N-[(10R,14S)-14-[4-(3-chloro-2,6-difluorophenyl)-2,3-dioxopiperazin-1-yl]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.0^2,7]nonadeca-1⁽¹⁹⁾,2⁽⁷⁾,3,5,15,17-hexaen-5-yl]carbamate trifluoroacetate

Base Information

• Chemical Name: methyl N-[(10R,14S)-14-[4-(3-chloro-2,6-difluorophenyl)-2,3-dioxopiperazin-1-yl]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.0^2,7]nonadeca-1⁽¹⁹⁾,2⁽⁷⁾,3,5,15,17-hexaen-5-yl]carbamate trifluoroacetate
• CAS No.: 1422508-61-9
• Molecular Formula: C₂HF₃O₂*C₃₀H₂₈ClF₂N₅O₅
• Molecular Weight: 726.057

Synonyms:methyl N-[(10R,14S)-14-[4-(3-chloro-2,6-difluorophenyl)-2,3-dioxopiperazin-1-yl]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.0^2,7]nonadeca-1⁽¹⁹⁾,2⁽⁷⁾,3,5,15,17-hexaen-5-yl]carbamate trifluoroacetate

Chemical Property of methyl N-[(10R,14S)-14-[4-(3-chloro-2,6-difluorophenyl)-2,3-dioxopiperazin-1-yl]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.0^2,7]nonadeca-1⁽¹⁹⁾,2⁽⁷⁾,3,5,15,17-hexaen-5-yl]carbamate trifluoroacetate

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of methyl N-[(10R,14S)-14-[4-(3-chloro-2,6-difluorophenyl)-2,3-dioxopiperazin-1-yl]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.0^2,7]nonadeca-1⁽¹⁹⁾,2⁽⁷⁾,3,5,15,17-hexaen-5-yl]carbamate trifluoroacetate

There total 20 articles about methyl N-[(10R,14S)-14-[4-(3-chloro-2,6-difluorophenyl)-2,3-dioxopiperazin-1-yl]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.0^2,7]nonadeca-1⁽¹⁹⁾,2⁽⁷⁾,3,5,15,17-hexaen-5-yl]carbamate trifluoroacetate 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:

methyl N-[(10R,14S)-14-amino-10-methyl-9-oxo-8,16-20-diazatricyclo[13.3.1.02'7]nonadeca-1(19),2(7),3,5,15,17-hexaen-5-yl]carbamate dihydrochloride + ethyl [(3-chloro-2,6-difluorophenyl)(2-oxoethyl)carbamoyl]formate (1422511-17-8) + trifluoroacetic acid (76-05-1) → methyl N-[(10R,14S)-14-[4-(3-chloro-2,6-difluorophenyl)-2,3-dioxopiperazin-1-yl]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.02,7]nonadeca-1(19),2(7),3,5,15,17-hexaen-5-yl]carbamate trifluoroacetate (1422508-61-9)

Guidance literature:

methyl N-[(10R,14S)-14-amino-10-methyl-9-oxo-8,16-20-diazatricyclo[13.3.1.0²'⁷]nonadeca-1⁽¹⁹⁾,2⁽⁷⁾,3,5,15,17-hexaen-5-yl]carbamate dihydrochloride; ethyl [(3-chloro-2,6-difluorophenyl)(2-oxoethyl)carbamoyl]formate; With sodium tris(acetoxy)borohydride; acetic acid; In 1,2-dichloro-ethane; at 0 - 20 ℃; for 3h; Molecular sieve;

trifluoroacetic acid;

Reference yield:

2-bromo 5-nitroaniline (10403-47-1) → methyl N-[(10R,14S)-14-[4-(3-chloro-2,6-difluorophenyl)-2,3-dioxopiperazin-1-yl]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.02,7]nonadeca-1(19),2(7),3,5,15,17-hexaen-5-yl]carbamate trifluoroacetate (1422508-61-9)

Guidance literature:

Multi-step reaction with 11 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / dimethyl sulfoxide / 4.5 h / 80 °C / Inert atmosphere

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium phosphate / water; dimethyl sulfoxide / 4 h / 90 °C / Inert atmosphere

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

4.1: pyridine / dichloromethane / 2 h / -78 °C

5.1: hydrogenchloride / methanol; 1,4-dioxane / 2 h / 20 °C

6.1: triethylamine / dichloromethane / 3 h / 20 °C

7.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; pyridine / ethyl acetate / -10 - 20 °C / Inert atmosphere

8.1: toluene-4-sulfonic acid / dichloromethane / 1 h / Inert atmosphere; Reflux

8.2: 4 h / Inert atmosphere; Reflux

9.1: palladium 10% on activated carbon; hydrogen / methanol / 20 h / 2585.81 Torr / Inert atmosphere

10.1: hydrogenchloride / 1,4-dioxane / 1 h

11.1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 3 h / 0 - 20 °C / Molecular sieve

With pyridine; hydrogenchloride; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; hydrogen; potassium acetate; sodium tris(acetoxy)borohydride; ammonium chloride; toluene-4-sulfonic acid; acetic acid; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; zinc; In 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; 1,2-dichloro-ethane;

Reference yield:

2‐(5,5‐dimethyl‐1,3,2‐dioxaborinan‐2‐yl)‐5‐nitroaniline (1329166-69-9) → methyl N-[(10R,14S)-14-[4-(3-chloro-2,6-difluorophenyl)-2,3-dioxopiperazin-1-yl]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.02,7]nonadeca-1(19),2(7),3,5,15,17-hexaen-5-yl]carbamate trifluoroacetate (1422508-61-9)

Guidance literature:

Multi-step reaction with 10 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium phosphate / water; dimethyl sulfoxide / 4 h / 90 °C / Inert atmosphere

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

3.1: pyridine / dichloromethane / 2 h / -78 °C

4.1: hydrogenchloride / methanol; 1,4-dioxane / 2 h / 20 °C

5.1: triethylamine / dichloromethane / 3 h / 20 °C

6.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; pyridine / ethyl acetate / -10 - 20 °C / Inert atmosphere

7.1: toluene-4-sulfonic acid / dichloromethane / 1 h / Inert atmosphere; Reflux

7.2: 4 h / Inert atmosphere; Reflux

8.1: palladium 10% on activated carbon; hydrogen / methanol / 20 h / 2585.81 Torr / Inert atmosphere

9.1: hydrogenchloride / 1,4-dioxane / 1 h

10.1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 3 h / 0 - 20 °C / Molecular sieve

With pyridine; hydrogenchloride; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; hydrogen; sodium tris(acetoxy)borohydride; ammonium chloride; toluene-4-sulfonic acid; acetic acid; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; zinc; In 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; 1,2-dichloro-ethane;

upstream raw materials:

2-methylbut-3-enoic acid

2-bromo 5-nitroaniline

2‐(5,5‐dimethyl‐1,3,2‐dioxaborinan‐2‐yl)‐5‐nitroaniline

(R)-2-methylbut-3-enoic acid

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