methyl 5-fluoro-2-{[(4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethynyl}benzoate

Base Information

Chemical Name:methyl 5-fluoro-2-{[(4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethynyl}benzoate
CAS No.:1021539-49-0
Molecular Formula:C₂₇H₂₂F₂N₂O₃
Molecular Weight:460.48
Hs Code.:

Synonyms:methyl 5-fluoro-2-{[(4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethynyl}benzoate

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Chemical Property of methyl 5-fluoro-2-{[(4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethynyl}benzoate

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Technology Process of methyl 5-fluoro-2-{[(4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethynyl}benzoate

There total 3 articles about methyl 5-fluoro-2-{[(4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethynyl}benzoate 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: 100.0%

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

: 1021539-49-0
methyl 5-fluoro-2-{[(4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethynyl}benzoate

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; In tetrahydrofuran; at 20 - 80 ℃; for 1h;
DOI:10.1016/j.bmc.2011.10.054

Reference yield: 86.0%

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

: 6942-39-8
methyl 2-bromo-5-fluorobenzoate

: 1021539-49-0
methyl 5-fluoro-2-{[(4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethynyl}benzoate

Guidance literature:: With diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; at 20 - 80 ℃; for 1h;

Reference yield:

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 1021539-49-0
methyl 5-fluoro-2-{[(4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethynyl}benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium acetate; acetic acid / 1 h / 20 °C

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

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium acetate; acetic acid; diisopropylamine; In tetrahydrofuran; 2: Sonogashira coupling;
DOI:10.1016/j.bmc.2011.10.054