2-oxopropyl N-[(10R,14S)-14-[1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-amido]-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

Base Information

• Chemical Name: 2-oxopropyl N-[(10R,14S)-14-[1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-amido]-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
• CAS No.: 1422387-69-6
• Molecular Formula: C₃₂H₃₁ClFN₇O₅
• Molecular Weight: 648.093

Synonyms:2-oxopropyl N-[(10R,14S)-14-[1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-amido]-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

Chemical Property of 2-oxopropyl N-[(10R,14S)-14-[1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-amido]-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

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 2-oxopropyl N-[(10R,14S)-14-[1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-amido]-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

There total 20 articles about 2-oxopropyl N-[(10R,14S)-14-[1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-amido]-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 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: 18.0%

phosgene (75-44-5) + 2C2HF3O2*C28H27ClFN7O2 + hydroxy-2-propanone (116-09-6) → 2-oxopropyl N-[(10R,14S)-14-[1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-amido]-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 (1422387-69-6)

Guidance literature:

phosgene; 2C₂HF₃O₂*C₂₈H₂₇ClFN₇O₂; With sodium hydrogencarbonate; In dichloromethane; toluene; acetonitrile; at 0 ℃; for 2h; Inert atmosphere;

hydroxy-2-propanone; With triethylamine; In dichloromethane; acetonitrile; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

2‐(5,5‐dimethyl‐1,3,2‐dioxaborinan‐2‐yl)‐5‐nitroaniline (1329166-69-9) → 2-oxopropyl N-[(10R,14S)-14-[1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-amido]-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 (1422387-69-6)

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 / 4 h

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

4.1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 7 h / -10 - 0 °C

5.1: toluene-4-sulfonic acid / dichloromethane / 1 h / 40 °C / Inert atmosphere

5.2: 6 h / 40 °C / Inert atmosphere

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

7.1: sodium hydroxide / methanol / 75 °C / Sealed tube

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

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

10.1: sodium hydrogencarbonate / dichloromethane; toluene; acetonitrile / 2 h / 0 °C / Inert atmosphere

10.2: 0 - 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; ammonium chloride; benzotriazol-1-ol; toluene-4-sulfonic acid; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; zinc; In 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

2-bromo 5-nitroaniline (10403-47-1) → 2-oxopropyl N-[(10R,14S)-14-[1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-amido]-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 (1422387-69-6)

Guidance literature:

Multi-step reaction with 11 steps

1.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 4 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 / 4 h

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

5.1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 7 h / -10 - 0 °C

6.1: toluene-4-sulfonic acid / dichloromethane / 1 h / 40 °C / Inert atmosphere

6.2: 6 h / 40 °C / Inert atmosphere

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

8.1: sodium hydroxide / methanol / 75 °C / Sealed tube

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

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

11.1: sodium hydrogencarbonate / dichloromethane; toluene; acetonitrile / 2 h / 0 °C / Inert atmosphere

11.2: 0 - 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; hydrogen; potassium acetate; sodium hydrogencarbonate; ammonium chloride; benzotriazol-1-ol; toluene-4-sulfonic acid; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; zinc; In 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;

upstream raw materials:

1-(3-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid

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

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

2-bromo 5-nitroaniline

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