2-(4-fluoro-3-nitrobenzyl)-7-(3-isopropoxy-4-methoxyphenyl)-3-oxoheptanoic acid methyl ester

Base Information

• Chemical Name: 2-(4-fluoro-3-nitrobenzyl)-7-(3-isopropoxy-4-methoxyphenyl)-3-oxoheptanoic acid methyl ester
• CAS No.: 197382-92-6
• Molecular Formula: C₂₅H₃₀FNO₇
• Molecular Weight: 475.514
• Mol file: 197382-92-6.mol

Synonyms:2-(4-fluoro-3-nitrobenzyl)-7-(3-isopropoxy-4-methoxyphenyl)-3-oxoheptanoic acid methyl ester

Chemical Property of 2-(4-fluoro-3-nitrobenzyl)-7-(3-isopropoxy-4-methoxyphenyl)-3-oxoheptanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-fluoro-3-nitrobenzyl)-7-(3-isopropoxy-4-methoxyphenyl)-3-oxoheptanoic acid methyl ester

There total 9 articles about 2-(4-fluoro-3-nitrobenzyl)-7-(3-isopropoxy-4-methoxyphenyl)-3-oxoheptanoic acid methyl ester 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: 76.0%

4-fluoro-3-nitrobenzyl iodide (221123-51-9) + 7-(3-isopropoxy-4-methoxyphenyl)-3-oxoheptanoic acid methyl ester (221123-50-8) → 2-(4-fluoro-3-nitrobenzyl)-7-(3-isopropoxy-4-methoxyphenyl)-3-oxoheptanoic acid methyl ester (197382-92-6)

Guidance literature:

7-(3-isopropoxy-4-methoxyphenyl)-3-oxoheptanoic acid methyl ester; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.333333h;

4-fluoro-3-nitrobenzyl iodide; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/jo981844s

Reference yield:

3-(3-hydroxy-4-methoxyphenyl)-propionic acid methyl ester (129150-61-4) → 2-(4-fluoro-3-nitrobenzyl)-7-(3-isopropoxy-4-methoxyphenyl)-3-oxoheptanoic acid methyl ester (197382-92-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 96 percent / K₂CO₃ / dimethylformamide / 24 h / 60 °C

2.1: 97 percent / LAH / tetrahydrofuran / 45 h / 0 °C

3.1: pyridine / 20 °C

4.1: 1.31 g / NaI / acetone / Heating

5.1: LDA / tetrahydrofuran / 0.33 h / 0 °C

5.2: 80 percent / tetrahydrofuran / 0.33 h / 0 °C

6.1: NaH / tetrahydrofuran / 0.33 h / 0 °C

6.2: 76 percent / tetrahydrofuran / 1 h / 0 °C

With pyridine; lithium aluminium tetrahydride; sodium hydride; potassium carbonate; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; acetone; 1.1: Etherification / 2.1: Reduction / 3.1: Tosylation / 4.1: Substitution / 5.1: Metallation / 5.2: Alkylation / 6.1: Metallation / 6.2: Alkylation;

DOI:10.1021/jo981844s

Reference yield:

Toluene-4-sulfonic acid 3-(3-isopropoxy-4-methoxy-phenyl)-propyl ester → 2-(4-fluoro-3-nitrobenzyl)-7-(3-isopropoxy-4-methoxyphenyl)-3-oxoheptanoic acid methyl ester (197382-92-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1.31 g / NaI / acetone / Heating

2.1: LDA / tetrahydrofuran / 0.33 h / 0 °C

2.2: 80 percent / tetrahydrofuran / 0.33 h / 0 °C

3.1: NaH / tetrahydrofuran / 0.33 h / 0 °C

3.2: 76 percent / tetrahydrofuran / 1 h / 0 °C

With sodium hydride; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; acetone; 1.1: Substitution / 2.1: Metallation / 2.2: Alkylation / 3.1: Metallation / 3.2: Alkylation;

DOI:10.1021/jo981844s

upstream raw materials:

4-fluoro-3-nitrobenzyl iodide

7-(3-isopropoxy-4-methoxyphenyl)-3-oxoheptanoic acid methyl ester

3-(3-hydroxy-4-methoxyphenyl)-propionic acid methyl ester

acetoacetic acid methyl ester

Downstream raw materials:

1-(4-fluoro-3-nitro-phenyl)-7-(3-isopropoxy-4-methoxy-phenyl)-heptan-3-one

methanesulfonic acid 1-[2-(4-fluoro-3-nitro-phenyl)-ethyl]-5-(3-isopropoxy-4-methoxy-phenyl)-pentyl ester

1-(4-fluoro-3-nitrophenyl)-7-(3-isopropoxy-4-methoxyphenyl)-3-iodoheptane

1-(4-fluoro-3-nitrophenyl)-7-(3-isopropoxy-4-methoxyphenyl)heptanol-3