1-(4-fluorobenzoyl)-4-{2-[5-(3-phenoxybenzyl)-1,1-dioxido-1,2,5-thiadiazolidin-2-yl]ethyl}piperazine

Base Information

Chemical Name:1-(4-fluorobenzoyl)-4-{2-[5-(3-phenoxybenzyl)-1,1-dioxido-1,2,5-thiadiazolidin-2-yl]ethyl}piperazine
CAS No.:1357390-58-9
Molecular Formula:C₂₈H₃₁FN₄O₄S
Molecular Weight:538.643
Hs Code.:

Synonyms:1-(4-fluorobenzoyl)-4-{2-[5-(3-phenoxybenzyl)-1,1-dioxido-1,2,5-thiadiazolidin-2-yl]ethyl}piperazine

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Chemical Property of 1-(4-fluorobenzoyl)-4-{2-[5-(3-phenoxybenzyl)-1,1-dioxido-1,2,5-thiadiazolidin-2-yl]ethyl}piperazine

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Technology Process of 1-(4-fluorobenzoyl)-4-{2-[5-(3-phenoxybenzyl)-1,1-dioxido-1,2,5-thiadiazolidin-2-yl]ethyl}piperazine

There total 6 articles about 1-(4-fluorobenzoyl)-4-{2-[5-(3-phenoxybenzyl)-1,1-dioxido-1,2,5-thiadiazolidin-2-yl]ethyl}piperazine 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: 40.0%

: 456-22-4
4-Fluorobenzoic acid

: 1357390-52-3
1-{2-[5-(3-phenoxybenzyl)-1,1-dioxido-1,2,5-thiadiazolidin-2-yl]ethyl}piperazine

: 1357390-58-9
1-(4-fluorobenzoyl)-4-{2-[5-(3-phenoxybenzyl)-1,1-dioxido-1,2,5-thiadiazolidin-2-yl]ethyl}piperazine

Guidance literature:: 4-Fluorobenzoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; for 0.333333h;

1-{2-[5-(3-phenoxybenzyl)-1,1-dioxido-1,2,5-thiadiazolidin-2-yl]ethyl}piperazine; In N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2011.10.019

Reference yield:

: 1341126-59-7
2-(3-phenoxybenzyl)-1,2,5-thiadiazolidine 1,1-dioxide

: 1357390-58-9
1-(4-fluorobenzoyl)-4-{2-[5-(3-phenoxybenzyl)-1,1-dioxido-1,2,5-thiadiazolidin-2-yl]ethyl}piperazine

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / N,N-dimethyl-formamide; acetonitrile; mineral oil / 0.25 h

1.2: 20 °C

2.1: lithium borohydride / tetrahydrofuran; ethanol / 20 °C

3.1: triethylamine / tetrahydrofuran / 5 h / 20 °C / Cooling with ice

4.1: potassium carbonate / acetonitrile / 20 h / Reflux

5.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 24 h / 1034.32 Torr

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.33 h

With lithium borohydride; palladium 10% on activated carbon; hydrogen; sodium hydride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1016/j.ejmech.2011.10.019

Reference yield:

: 1341126-95-1
methyl [5-(3-phenoxybenzyl)-1,1-dioxido-1,2,5-thiadiazolidin-2-yl]acetate

: 1357390-58-9
1-(4-fluorobenzoyl)-4-{2-[5-(3-phenoxybenzyl)-1,1-dioxido-1,2,5-thiadiazolidin-2-yl]ethyl}piperazine

Guidance literature:: Multi-step reaction with 5 steps

1: lithium borohydride / tetrahydrofuran; ethanol / 20 °C

2: triethylamine / tetrahydrofuran / 5 h / 20 °C / Cooling with ice

3: potassium carbonate / acetonitrile / 20 h / Reflux

4: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 24 h / 1034.32 Torr

5: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.33 h

With lithium borohydride; palladium 10% on activated carbon; hydrogen; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.ejmech.2011.10.019