5-fluoro-2-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-7-oxo-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide

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Chemical Name:5-fluoro-2-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-7-oxo-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide
CAS No.:1352240-48-2
Molecular Formula:C₂₆H₂₃F₂N₃O₃
Molecular Weight:463.484
Hs Code.:

Synonyms:5-fluoro-2-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-7-oxo-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide

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Chemical Property of 5-fluoro-2-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-7-oxo-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide

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Technology Process of 5-fluoro-2-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-7-oxo-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide

There total 7 articles about 5-fluoro-2-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-7-oxo-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide 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: 94.0%

: 1352240-47-1
5-fluoro-2-{2-[(4aS,5S,7S)-1-(4-fluorophenyl)-5,7-dihydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide

: 1352240-48-2
5-fluoro-2-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-7-oxo-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide

Guidance literature:: 5-fluoro-2-{2-[(4aS,5S,7S)-1-(4-fluorophenyl)-5,7-dihydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide; With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.5h;

With sodium hydrogencarbonate; sodium thiosulfate; In dichloromethane; water; for 0.166667h;
DOI:10.1016/j.bmc.2011.10.054

Reference yield:

: 754235-83-1
(4aS,5R)-5-ethynyl-1-(4-fluorophenyl)-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-ol

: 1352240-48-2
5-fluoro-2-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-7-oxo-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine / tetrahydrofuran / 1 h / 20 - 80 °C

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 °C

3.1: water; sodium hydroxide / ethanol / 1 h / 100 °C

4.1: ammonia; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C

5.1: selenium(IV) oxide / 1,4-dioxane / 16 h / 60 °C

6.1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

6.2: 0.17 h

With selenium(IV) oxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; ammonia; water; hydrogen; Dess-Martin periodane; diisopropylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1.1: Sonogashira coupling;
DOI:10.1016/j.bmc.2011.10.054

Reference yield:

: 1021539-51-4
5-fluoro-2-{2-[(4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzoic acid

: 1352240-48-2
5-fluoro-2-{2-[(4aS,5S)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-7-oxo-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: ammonia; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C

2.1: selenium(IV) oxide / 1,4-dioxane / 16 h / 60 °C

3.1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

3.2: 0.17 h

With selenium(IV) oxide; ammonia; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.10.054