N-ethyl-2-{2-[(4aR,5R)-1-(4-fluorophenyl)-4,5-dihydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide

Base Information

• Chemical Name: N-ethyl-2-{2-[(4aR,5R)-1-(4-fluorophenyl)-4,5-dihydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide
• CAS No.: 1352240-43-7
• Molecular Formula: C₂₈H₃₀FN₃O₃
• Molecular Weight: 475.563
• Mol file: 1352240-43-7.mol

Synonyms:N-ethyl-2-{2-[(4aR,5R)-1-(4-fluorophenyl)-4,5-dihydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide

Chemical Property of N-ethyl-2-{2-[(4aR,5R)-1-(4-fluorophenyl)-4,5-dihydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-ethyl-2-{2-[(4aR,5R)-1-(4-fluorophenyl)-4,5-dihydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide

There total 6 articles about N-ethyl-2-{2-[(4aR,5R)-1-(4-fluorophenyl)-4,5-dihydroxy-4a-methyl-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:

N-ethyl-2-{2-[(4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide (1021537-64-3) → N-ethyl-2-{2-[(4aR,5R)-1-(4-fluorophenyl)-4,5-dihydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide (1352240-43-7)

Guidance literature:

With CYP₃A₄ bioreactor; Microbiological reaction; Enzymatic reaction;

DOI:10.1016/j.bmc.2011.10.054

Reference yield:

(4aS,5R)-5-ethynyl-1-(4-fluorophenyl)-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-ol (754235-83-1) → N-ethyl-2-{2-[(4aR,5R)-1-(4-fluorophenyl)-4,5-dihydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide (1352240-43-7)

Guidance literature:

Multi-step reaction with 5 steps

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

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

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

4: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C

5: CYP₃A₄ bioreactor / Microbiological reaction; Enzymatic reaction

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; water; hydrogen; diisopropylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; ethanol; ethyl acetate; N,N-dimethyl-formamide; 1: Sonogashira coupling;

DOI:10.1016/j.bmc.2011.10.054

Reference yield:

methyl 2-fluoro-6-{[(4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethynyl}benzoate (1352240-27-7) → N-ethyl-2-{2-[(4aR,5R)-1-(4-fluorophenyl)-4,5-dihydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl]ethyl}benzamide (1352240-43-7)

Guidance literature:

Multi-step reaction with 4 steps

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

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

3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C

4: CYP₃A₄ bioreactor / Microbiological reaction; Enzymatic reaction

With palladium 10% on activated carbon; water; hydrogen; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In ethanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.10.054

upstream raw materials:

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

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

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

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

Downstream raw materials:

5-fluoro-2-{5-[1-(4-fluorophenyl)-5-methyl-1H-indazol-6-yl]-3-oxopentyl}benzoic acid