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

Base Information

Chemical Name: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
CAS No.:1071522-41-2
Molecular Formula:C₃₂H₃₀FN₅O₈S₂
Molecular Weight:695.749
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 11 articles about 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 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:

: 1189-71-5
isocyanate de chlorosulfonyle

: 1071518-23-4
(1R,2S,7R,8S)-5-(7-amino-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluorobenzyl)-6-hydroxy-3-azatricyclo[6.2.1.02,7]undec-5-en-4-one

: 100-51-6,185532-71-2
benzyl alcohol

: 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

Guidance literature:: isocyanate de chlorosulfonyle; benzyl alcohol; In dichloromethane; at 0 ℃; for 2.5h;

(1R,2S,7R,8S)-5-(7-amino-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-3-yl)-3-(4-fluorobenzyl)-6-hydroxy-3-azatricyclo[6.2.1.02,7]undec-5-en-4-one; With triethylamine; In dichloromethane; at 0 - 25 ℃;

Reference yield:

: 498-66-8
norborn-2-ene

: 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

Guidance literature:: Multi-step reaction with 11 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

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; 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

: 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

Guidance literature:: Multi-step reaction with 10 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

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; In methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;