ethyl 5-(5-(2-(((tert-butoxycarbonyl)amino)methyl)-5-fluorobenzamido)-N-methylpentylsulfonamido)-8-hydroxy-1,6-naphthyridine-7-carboxylate

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Chemical Name:ethyl 5-(5-(2-(((tert-butoxycarbonyl)amino)methyl)-5-fluorobenzamido)-N-methylpentylsulfonamido)-8-hydroxy-1,6-naphthyridine-7-carboxylate
CAS No.:1480815-58-4
Molecular Formula:C₃₀H₃₈FN₅O₈S
Molecular Weight:647.725
Hs Code.:

Synonyms:ethyl 5-(5-(2-(((tert-butoxycarbonyl)amino)methyl)-5-fluorobenzamido)-N-methylpentylsulfonamido)-8-hydroxy-1,6-naphthyridine-7-carboxylate

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Chemical Property of ethyl 5-(5-(2-(((tert-butoxycarbonyl)amino)methyl)-5-fluorobenzamido)-N-methylpentylsulfonamido)-8-hydroxy-1,6-naphthyridine-7-carboxylate

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Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of ethyl 5-(5-(2-(((tert-butoxycarbonyl)amino)methyl)-5-fluorobenzamido)-N-methylpentylsulfonamido)-8-hydroxy-1,6-naphthyridine-7-carboxylate

There total 10 articles about ethyl 5-(5-(2-(((tert-butoxycarbonyl)amino)methyl)-5-fluorobenzamido)-N-methylpentylsulfonamido)-8-hydroxy-1,6-naphthyridine-7-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: 68.0%

: 1480815-26-6
ethyl 5-bromo-8-hydroxy-1,6-naphthyridine-7-carboxylate

: 1480815-57-3
tert-butyl 4-fluoro-2-((5-(N-methylsulfamoyl)pentyl)carbamoyl)benzylcarbamate

: 1480815-58-4
ethyl 5-(5-(2-(((tert-butoxycarbonyl)amino)methyl)-5-fluorobenzamido)-N-methylpentylsulfonamido)-8-hydroxy-1,6-naphthyridine-7-carboxylate

Guidance literature:: With [2,2]bipyridinyl; copper(l) iodide; potassium carbonate; In N,N-dimethyl-formamide; at 70 - 80 ℃; for 16h; Reagent/catalyst; Solvent; Inert atmosphere; Large scale;
DOI:10.1021/op400228z

Reference yield:

: 1480815-18-6
ethyl 2-(((2-chloropyridin-3-yl)-methyl)amino)acetate

: 1480815-58-4
ethyl 5-(5-(2-(((tert-butoxycarbonyl)amino)methyl)-5-fluorobenzamido)-N-methylpentylsulfonamido)-8-hydroxy-1,6-naphthyridine-7-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / dichloromethane / 16 h / 15 - 20 °C / Inert atmosphere; Large scale

2: triethylamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate / 16 h / 15 - 100 °C / 3878.71 Torr / Large scale

3: sodium ethanolate / ethanol / 3 h / 0 - 25 °C / Large scale

4: N-Bromosuccinimide / dichloromethane / 2 h / 0 - 10 °C / Inert atmosphere; Large scale

5: potassium carbonate; copper(l) iodide; [2,2]bipyridinyl / N,N-dimethyl-formamide / 16 h / 70 - 80 °C / Inert atmosphere; Large scale

With [2,2]bipyridinyl; N-Bromosuccinimide; copper(l) iodide; 1,3-bis-(diphenylphosphino)propane; sodium ethanolate; palladium diacetate; potassium carbonate; triethylamine; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/op400228z

Reference yield:

: 606080-45-9
methyl 2-((tert-butoxycarbonylamino)methyl)-5-fluorobenzoate

: 1480815-58-4
ethyl 5-(5-(2-(((tert-butoxycarbonyl)amino)methyl)-5-fluorobenzamido)-N-methylpentylsulfonamido)-8-hydroxy-1,6-naphthyridine-7-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide / tetrahydrofuran / 24 h / 20 - 25 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 3 h / 0 - 10 °C

3: potassium carbonate; copper(l) iodide; [2,2]bipyridinyl / N,N-dimethyl-formamide / 16 h / 70 - 80 °C / Inert atmosphere; Large scale

With [2,2]bipyridinyl; copper(l) iodide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/op400228z