N-{3-[(1S,2R,7S,8R)-3-(4-fluorobenzyl)-6-hydroxy-4-oxo-11-oxa-3-aza-tricyclo[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-[(1S,2R,7S,8R)-3-(4-fluorobenzyl)-6-hydroxy-4-oxo-11-oxa-3-aza-tricyclo[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.:1071517-70-8
Molecular Formula:C₂₄H₂₃FN₄O₇S₂
Molecular Weight:562.6
Hs Code.:

N-{3-[(1S,2R,7S,8R)-3-(4-fluorobenzyl)-6-hydroxy-4-oxo-11-oxa-3-aza-tricyclo[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-[(1S,2R,7S,8R)-3-(4-fluorobenzyl)-6-hydroxy-4-oxo-11-oxa-3-aza-tricyclo[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-[(1S,2R,7S,8R)-3-(4-fluorobenzyl)-6-hydroxy-4-oxo-11-oxa-3-aza-tricyclo[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 15 articles about N-{3-[(1S,2R,7S,8R)-3-(4-fluorobenzyl)-6-hydroxy-4-oxo-11-oxa-3-aza-tricyclo[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:

: 96-72-0
2-chloro-5-nitrobenzenesulfonamide

: 1071517-70-8
N-{3-[(1S,2R,7S,8R)-3-(4-fluorobenzyl)-6-hydroxy-4-oxo-11-oxa-3-aza-tricyclo[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 6 steps

1.1: triethylamine / acetonitrile / 20 h / 92 °C / Industry scale

2.1: hydrogen / palladium 10% on activated carbon / ethanol; water; tetrahydrofuran / 43 h / 50 °C / 2844.39 Torr / 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 / 1 h / 25 °C / Inert atmosphere

6.2: 16 h / 50 °C

With 4-methyl-morpholine; pyridine; water; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 96-73-1
2-chloro-5-nitro-benzenesulfonic acid

: 1071517-70-8
N-{3-[(1S,2R,7S,8R)-3-(4-fluorobenzyl)-6-hydroxy-4-oxo-11-oxa-3-aza-tricyclo[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: N,N-dimethyl-formamide; thionyl chloride / 4 h / Reflux

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

2.2: pH 4

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

4.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 23 °C / 2585.81 Torr / Industry scale; Autoclave

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

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

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

7.2: 0 °C / Industry scale

8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / N,N-dimethyl-formamide / 1 h / 25 °C / Inert atmosphere

8.2: 16 h / 50 °C

With 4-methyl-morpholine; pyridine; ammonium hydroxide; thionyl chloride; water; hydrogen; ammonium carbonate; copper(II) sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N-dimethyl-formamide; sodium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: 54734-85-9
2-amino-5-nitrobenzenesulfonamide

: 1071517-70-8
N-{3-[(1S,2R,7S,8R)-3-(4-fluorobenzyl)-6-hydroxy-4-oxo-11-oxa-3-aza-tricyclo[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 5 steps

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

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

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

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

4.2: 0 °C / Industry scale

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / N,N-dimethyl-formamide / 1 h / 25 °C / Inert atmosphere

5.2: 16 h / 50 °C

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