(1R,2S,7R,8S)-N-{3-[-3-(4-fluorobenzyl)-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}sulfamide

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Chemical Name:(1R,2S,7R,8S)-N-{3-[-3-(4-fluorobenzyl)-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}sulfamide
CAS No.:1071519-14-6
Molecular Formula:C₂₄H₂₄FN₅O₆S₂
Molecular Weight:561.615
Hs Code.:

(1R,2S,7R,8S)-N-{3-[-3-(4-fluorobenzyl)-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}sulfamide

Synonyms:(1R,2S,7R,8S)-N-{3-[-3-(4-fluorobenzyl)-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}sulfamide

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Chemical Property of (1R,2S,7R,8S)-N-{3-[-3-(4-fluorobenzyl)-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}sulfamide

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Technology Process of (1R,2S,7R,8S)-N-{3-[-3-(4-fluorobenzyl)-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}sulfamide

There total 12 articles about (1R,2S,7R,8S)-N-{3-[-3-(4-fluorobenzyl)-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}sulfamide 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:

: 1071522-41-2
benzyl [N-{3-[(1R,2S,7R,8S)-3-(4-fluorobenzyl)-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}sulfamoyl]carbamate

: 1071519-14-6
(1R,2S,7R,8S)-N-{3-[-3-(4-fluorobenzyl)-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}sulfamide

Guidance literature:: With hydrogen; palladium 10% on activated carbon; In methanol; at 25 ℃; for 16h;

Reference yield:

: 498-66-8
norborn-2-ene

: 1071519-14-6
(1R,2S,7R,8S)-N-{3-[-3-(4-fluorobenzyl)-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}sulfamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: ethyl acetate / 0 - 25 °C / Industry scale

1.2: 0 - 25 °C / Industry scale

1.3: 0 - 15 °C / pH 7 / Industry scale

2.1: hydrogenchloride / water / 12 h / 25 °C

3.1: thionyl chloride / 0 °C / Reflux

4.1: sodium hydrogencarbonate / 0.5 h / 25 °C

5.1: ethyl acetate; ethanol / 50 - 75 °C

6.1: sodium hydrogencarbonate / ethyl acetate; water / 0.5 h / 25 °C

7.1: sodium cyanoborohydride; acetic acid / ethanol / 3 h / 25 °C

7.2: 0.5 h

8.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 19 h / 25 °C

8.2: 3 h / 60 °C

9.1: sodium azide; copper(l) iodide; sodium L-ascorbate; trans-N,N'-dimethyl-1,2-cyclohexyldiamine / water; dimethyl sulfoxide / 14 h / 25 °C / Industry scale

10.1: hydrogen / 5%-palladium/activated carbon / ethyl acetate; methanol / 6 h / 25 °C

11.1: dichloromethane / 2.5 h / 0 °C

11.2: 0 - 25 °C

12.1: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 25 °C

With trans-N,N'-dimethyl-1,2-cyclohexyldiamine; hydrogenchloride; copper(l) iodide; thionyl chloride; sodium azide; hydrogen; sodium cyanoborohydride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; sodium L-ascorbate; N-ethyl-N,N-diisopropylamine; 5%-palladium/activated carbon; palladium 10% on activated carbon; In methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 7486-95-5,14805-23-3
exo-3-azatricyclo<4.2.1.0^2,5>nonan-4-one

: 1071519-14-6
(1R,2S,7R,8S)-N-{3-[-3-(4-fluorobenzyl)-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}sulfamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: hydrogenchloride / water / 12 h / 25 °C

2.1: thionyl chloride / 0 °C / Reflux

3.1: sodium hydrogencarbonate / 0.5 h / 25 °C

4.1: ethyl acetate; ethanol / 50 - 75 °C

5.1: sodium hydrogencarbonate / ethyl acetate; water / 0.5 h / 25 °C

6.1: sodium cyanoborohydride; acetic acid / ethanol / 3 h / 25 °C

6.2: 0.5 h

7.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 19 h / 25 °C

7.2: 3 h / 60 °C

8.1: sodium azide; copper(l) iodide; sodium L-ascorbate; trans-N,N'-dimethyl-1,2-cyclohexyldiamine / water; dimethyl sulfoxide / 14 h / 25 °C / Industry scale

9.1: hydrogen / 5%-palladium/activated carbon / ethyl acetate; methanol / 6 h / 25 °C

10.1: dichloromethane / 2.5 h / 0 °C

10.2: 0 - 25 °C

11.1: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 25 °C

With trans-N,N'-dimethyl-1,2-cyclohexyldiamine; hydrogenchloride; copper(l) iodide; thionyl chloride; sodium azide; hydrogen; sodium cyanoborohydride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; sodium L-ascorbate; N-ethyl-N,N-diisopropylamine; 5%-palladium/activated carbon; palladium 10% on activated carbon; In methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;