N-{3-[(1R,2S,7R,8S)-3-(3-fluoro-4-methylbenzyl)-6-hydroxy-4-oxo-3-azatricyclo[6.2.1.02,7]undec-5-en-5-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl}methanesulfonamide

Base Information

Chemical Name:N-{3-[(1R,2S,7R,8S)-3-(3-fluoro-4-methylbenzyl)-6-hydroxy-4-oxo-3-azatricyclo[6.2.1.02,7]undec-5-en-5-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl}methanesulfonamide
CAS No.:1071519-31-7
Molecular Formula:C₂₆H₂₇FN₄O₆S₂
Molecular Weight:574.654
Hs Code.:

N-{3-[(1R,2S,7R,8S)-3-(3-fluoro-4-methylbenzyl)-6-hydroxy-4-oxo-3-azatricyclo[6.2.1.02,7]undec-5-en-5-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl}methanesulfonamide

Synonyms:N-{3-[(1R,2S,7R,8S)-3-(3-fluoro-4-methylbenzyl)-6-hydroxy-4-oxo-3-azatricyclo[6.2.1.02,7]undec-5-en-5-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl}methanesulfonamide

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Chemical Property of N-{3-[(1R,2S,7R,8S)-3-(3-fluoro-4-methylbenzyl)-6-hydroxy-4-oxo-3-azatricyclo[6.2.1.02,7]undec-5-en-5-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl}methanesulfonamide

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Technology Process of N-{3-[(1R,2S,7R,8S)-3-(3-fluoro-4-methylbenzyl)-6-hydroxy-4-oxo-3-azatricyclo[6.2.1.02,7]undec-5-en-5-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl}methanesulfonamide

There total 16 articles about N-{3-[(1R,2S,7R,8S)-3-(3-fluoro-4-methylbenzyl)-6-hydroxy-4-oxo-3-azatricyclo[6.2.1.02,7]undec-5-en-5-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl}methanesulfonamide 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:

: 1071522-56-9
(1S,2R,3S,4R)-3-{(3-fluoro-4-methylbenzyl)-[2-(7-methanesulfonylamino-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-3-yl)acetyl]amino}bicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester

: 1071519-31-7
N-{3-[(1R,2S,7R,8S)-3-(3-fluoro-4-methylbenzyl)-6-hydroxy-4-oxo-3-azatricyclo[6.2.1.02,7]undec-5-en-5-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl}methanesulfonamide

Guidance literature:: (1S,2R,3S,4R)-3-{(3-fluoro-4-methylbenzyl)-[2-(7-methanesulfonylamino-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-3-yl)acetyl]amino}bicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester; With sodium ethanolate; In ethanol; at 25 - 60 ℃;

With hydrogenchloride; In ethanol; water;

Reference yield:

: 4533-95-3
5-nitro-2-chlorobenzenesulfonyl chloride

: 1071519-31-7
N-{3-[(1R,2S,7R,8S)-3-(3-fluoro-4-methylbenzyl)-6-hydroxy-4-oxo-3-azatricyclo[6.2.1.02,7]undec-5-en-5-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl}methanesulfonamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: ammonium hydroxide / toluene; water; tetrahydrofuran / 2 h / -10 °C / Reflux

1.2: pH 4

2.1: ammonium hydroxide; ammonium carbonate; copper(II) sulfate / water / 72 h / 118 °C / Autoclave; Industry scale

3.1: hydrogen / 5%-palladium/activated carbon / ethanol; water / 8 h / 55 °C / Industry scale

4.1: pyridine / dichloromethane / 0 - 23 °C / Industry scale

5.1: tetrahydrofuran / 1 h / 0 - 23 °C / Industry scale

6.1: sodium hydroxide; water / 30 h / 23 °C / Industry scale

6.2: 0 °C / Industry scale

7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / N,N-dimethyl-formamide / 3 h / 25 °C

8.1: sodium ethanolate / ethanol / 25 - 60 °C

With 4-methyl-morpholine; pyridine; ammonium hydroxide; water; hydrogen; sodium ethanolate; ammonium carbonate; copper(II) sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; 5%-palladium/activated carbon; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: 96-75-3
2-amino-5-nitro-benzenesulfonic acid

: 1071519-31-7
N-{3-[(1R,2S,7R,8S)-3-(3-fluoro-4-methylbenzyl)-6-hydroxy-4-oxo-3-azatricyclo[6.2.1.02,7]undec-5-en-5-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl}methanesulfonamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: trichlorophosphate / sulfolane / 80 - 120 °C

1.2: 10 - 95 °C

1.3: 25 - 80 °C / pH 6 - 8

2.1: hydrogen / 5%-palladium/activated carbon / ethanol; water / 8 h / 55 °C / Industry scale

3.1: pyridine / dichloromethane / 0 - 23 °C / Industry scale

4.1: tetrahydrofuran / 1 h / 0 - 23 °C / Industry scale

5.1: sodium hydroxide; water / 30 h / 23 °C / Industry scale

5.2: 0 °C / Industry scale

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / N,N-dimethyl-formamide / 3 h / 25 °C

7.1: sodium ethanolate / ethanol / 25 - 60 °C

With 4-methyl-morpholine; pyridine; water; hydrogen; sodium ethanolate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; trichlorophosphate; 5%-palladium/activated carbon; In tetrahydrofuran; sulfolane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;