(1R,2S,7R,8S)-5-[7-(1,1-dioxotetrahydro-1λ6-thiophen-2-yl)-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

Base Information

Chemical Name:(1R,2S,7R,8S)-5-[7-(1,1-dioxotetrahydro-1λ6-thiophen-2-yl)-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
CAS No.:1071517-89-9
Molecular Formula:C₂₈H₂₈FN₃O₆S₂
Molecular Weight:585.677
Hs Code.:

(1R,2S,7R,8S)-5-[7-(1,1-dioxotetrahydro-1λ6-thiophen-2-yl)-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

Synonyms:(1R,2S,7R,8S)-5-[7-(1,1-dioxotetrahydro-1λ6-thiophen-2-yl)-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

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Chemical Property of (1R,2S,7R,8S)-5-[7-(1,1-dioxotetrahydro-1λ6-thiophen-2-yl)-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

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Technology Process of (1R,2S,7R,8S)-5-[7-(1,1-dioxotetrahydro-1λ6-thiophen-2-yl)-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

There total 10 articles about (1R,2S,7R,8S)-5-[7-(1,1-dioxotetrahydro-1λ6-thiophen-2-yl)-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 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: 86.0%

: 1071517-85-5
(1R,2S,7R,8S)-5-[7-(1,1-dioxo-4,5-dihydro-1H-1λ6-thiophen-2-yl)-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

: 1071517-89-9
(1R,2S,7R,8S)-5-[7-(1,1-dioxotetrahydro-1λ6-thiophen-2-yl)-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

Guidance literature:: With hydrogen; 5%-palladium/activated carbon; In methanol; at 25 ℃; for 16h;

Reference yield:

: 498-66-8
norborn-2-ene

: 1071517-89-9
(1R,2S,7R,8S)-5-[7-(1,1-dioxotetrahydro-1λ6-thiophen-2-yl)-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

Guidance literature:: Multi-step reaction with 10 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: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 22 h / 90 °C / Inert atmosphere

10.1: hydrogen / 5%-palladium/activated carbon / methanol / 16 h / 25 °C

With hydrogenchloride; thionyl chloride; hydrogen; sodium cyanoborohydride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 5%-palladium/activated carbon; In methanol; ethanol; water; 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

: 1071517-89-9
(1R,2S,7R,8S)-5-[7-(1,1-dioxotetrahydro-1λ6-thiophen-2-yl)-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

Guidance literature:: Multi-step reaction with 6 steps

1.1: ethyl acetate / 50 - 75 °C / Industry scale

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

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

3.2: 0.5 h

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

4.2: 3 h / 60 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 22 h / 90 °C / Inert atmosphere

6.1: hydrogen / 5%-palladium/activated carbon / methanol / 16 h / 25 °C

With hydrogen; sodium cyanoborohydride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 5%-palladium/activated carbon; In methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide;