N'-[2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-7-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N-dimethyl-ethanediamide

Base Information

Chemical Name:N'-[2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-7-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N-dimethyl-ethanediamide
CAS No.:1380662-05-4
Molecular Formula:C₃₂H₃₆FN₅O₈S
Molecular Weight:669.731
Hs Code.:

N'-[2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-7-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N-dimethyl-ethanediamide

Synonyms:N'-[2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-7-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N-dimethyl-ethanediamide

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Chemical Property of N'-[2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-7-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N-dimethyl-ethanediamide

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Technology Process of N'-[2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-7-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N-dimethyl-ethanediamide

There total 16 articles about N'-[2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-7-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N-dimethyl-ethanediamide 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:

: 340022-81-3
(4-oxocyclohexane-1,1-diyl)bis(methylene) bis(4-methylbenzenesulfonate)

: 1380662-05-4
N'-[2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-7-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N-dimethyl-ethanediamide

Guidance literature:: Multi-step reaction with 10 steps

1: ammonium hydroxide; ammonium chloride / tetrahydrofuran; methanol

2: sodium carbonate monohydrate / dichloromethane; water / 2.5 h / 20 °C / Inert atmosphere

3: hydroxylamine / water; tetrahydrofuran / 5 h / Reflux

4: tetrahydrofuran / Reflux

5: dichloromethane; xylene / 24 h / 115 °C

6: pyridine / 20 h / 20 °C

7: potassium carbonate / N,N-dimethyl-formamide / 16 h / 90 °C

8: ethanol / 22 h / 20 - 90 °C / Inert atmosphere

9: hydrogenchloride; hydrogen / palladium 10% on activated carbon / ethyl acetate; water; methanol / 16 h / 20 °C / 760.05 Torr

10: N-ethyl-N,N-diisopropylamine; HATU / dmap / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; ammonium hydroxide; sodium carbonate monohydrate; hydrogen; hydroxylamine; potassium carbonate; ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU; dmap; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; xylene;

Reference yield:

: 55704-60-4
4-oxo-cyclohexane-1,1-dicarboxylic acid diethyl ester

: 1380662-05-4
N'-[2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-7-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N-dimethyl-ethanediamide

Guidance literature:: Multi-step reaction with 13 steps

1.1: toluene-4-sulfonic acid / benzene / 48 h / 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 10 - 20 °C / Inert atmosphere; Cooling with acetone-dry ice

2.2: 1.5 h / -5 - 30 °C

3.1: pyridine / dmap / 48 h / 20 °C

4.1: hydrogenchloride; water / tetrahydrofuran / 3.5 h / 52 °C

5.1: ammonium hydroxide; ammonium chloride / tetrahydrofuran; methanol

6.1: sodium carbonate monohydrate / dichloromethane; water / 2.5 h / 20 °C / Inert atmosphere

7.1: hydroxylamine / water; tetrahydrofuran / 5 h / Reflux

8.1: tetrahydrofuran / Reflux

9.1: dichloromethane; xylene / 24 h / 115 °C

10.1: N,N,N',N'-tetramethylguanidine / toluene / 1.5 h / Reflux

11.1: ethanol / 22 h / 20 - 90 °C / Inert atmosphere

12.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / ethyl acetate; water; methanol / 16 h / 20 °C / 760.05 Torr

13.1: N-ethyl-N,N-diisopropylamine; HATU / dmap / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; ammonium hydroxide; lithium aluminium tetrahydride; sodium carbonate monohydrate; water; hydrogen; hydroxylamine; ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU; N,N,N',N'-tetramethylguanidine; dmap; palladium 10% on activated carbon; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; xylene; benzene;

Reference yield:

: 1256546-71-0
8,8-diethyl 1,4-dioxaspiro[4.5]decane-8,8-dicarboxylate

: 1380662-05-4
N'-[2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-7-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N-dimethyl-ethanediamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 10 - 20 °C / Inert atmosphere; Cooling with acetone-dry ice

1.2: 1.5 h / -5 - 30 °C

2.1: pyridine / dmap / 48 h / 20 °C

3.1: hydrogenchloride; water / tetrahydrofuran / 3.5 h / 52 °C

4.1: ammonium hydroxide; ammonium chloride / tetrahydrofuran; methanol

5.1: sodium carbonate monohydrate / dichloromethane; water / 2.5 h / 20 °C / Inert atmosphere

6.1: hydroxylamine / water; tetrahydrofuran / 5 h / Reflux

7.1: tetrahydrofuran / Reflux

8.1: dichloromethane; xylene / 24 h / 115 °C

9.1: N,N,N',N'-tetramethylguanidine / toluene / 1.5 h / Reflux

10.1: ethanol / 22 h / 20 - 90 °C / Inert atmosphere

11.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / ethyl acetate; water; methanol / 16 h / 20 °C / 760.05 Torr

12.1: N-ethyl-N,N-diisopropylamine; HATU / dmap / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; ammonium hydroxide; lithium aluminium tetrahydride; sodium carbonate monohydrate; water; hydrogen; hydroxylamine; ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU; N,N,N',N'-tetramethylguanidine; dmap; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; xylene;