2-(4-(3-isopropyl-4-(methoxymethoxy)-5-((4-nitrophenyl)ethynyl)benzyl)-3,5-dimethylphenoxy)acetic acid

Base Information

• Chemical Name: 2-(4-(3-isopropyl-4-(methoxymethoxy)-5-((4-nitrophenyl)ethynyl)benzyl)-3,5-dimethylphenoxy)acetic acid
• CAS No.: 1172583-80-0
• Molecular Formula: C₃₀H₃₁NO₇
• Molecular Weight: 517.579
• Mol file: 1172583-80-0.mol

Synonyms:2-(4-(3-isopropyl-4-(methoxymethoxy)-5-((4-nitrophenyl)ethynyl)benzyl)-3,5-dimethylphenoxy)acetic acid

Chemical Property of 2-(4-(3-isopropyl-4-(methoxymethoxy)-5-((4-nitrophenyl)ethynyl)benzyl)-3,5-dimethylphenoxy)acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-(3-isopropyl-4-(methoxymethoxy)-5-((4-nitrophenyl)ethynyl)benzyl)-3,5-dimethylphenoxy)acetic acid

There total 13 articles about 2-(4-(3-isopropyl-4-(methoxymethoxy)-5-((4-nitrophenyl)ethynyl)benzyl)-3,5-dimethylphenoxy)acetic acid 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%

{4-[3-isopropyl-4-methoxymethoxy-5-(4-nitrophenylethynyl)benzyl]-3,5-dimethylphenoxy}acetic acid methyl ester (446312-38-5) → 2-(4-(3-isopropyl-4-(methoxymethoxy)-5-((4-nitrophenyl)ethynyl)benzyl)-3,5-dimethylphenoxy)acetic acid (1172583-80-0)

Guidance literature:

With lithium hydroxide monohydrate; In methanol; water; at 20 ℃; Reflux;

DOI:10.1055/s-0028-1088041

Reference yield:

methyl 2-(4-(4-hydroxy-3-isopropylbenzyl)-3,5-dimethylphenoxy)acetate (863639-45-6) → 2-(4-(3-isopropyl-4-(methoxymethoxy)-5-((4-nitrophenyl)ethynyl)benzyl)-3,5-dimethylphenoxy)acetic acid (1172583-80-0)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine; Iodine monochloride / tetrahydrofuran; dichloromethane / 2 h / -78 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 0 - 20 °C

3: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / 40 h / 20 °C / Inert atmosphere

4: lithium hydroxide monohydrate / methanol; tetrahydrofuran; water / 2 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; lithium hydroxide monohydrate; Iodine monochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; 3: |Sonogashira Cross-Coupling;

DOI:10.1021/acs.joc.5b02665

Reference yield:

2-(1-methylethyl)phenol (88-69-7) → 2-(4-(3-isopropyl-4-(methoxymethoxy)-5-((4-nitrophenyl)ethynyl)benzyl)-3,5-dimethylphenoxy)acetic acid (1172583-80-0)

Guidance literature:

Multi-step reaction with 11 steps

1: bromine / dichloromethane / 6 h / 0 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 0 - 20 °C

3: magnesium / tetrahydrofuran / 8 h / 0 - 20 °C / Inert atmosphere

4: hydrogen; palladium on activated charcoal; acetic acid / ethanol / 6 h / 20 °C

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

6: caesium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

7: hydrogenchloride / methanol; tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

8: triethylamine; Iodine monochloride / tetrahydrofuran; dichloromethane / 2 h / -78 °C / Inert atmosphere

9: N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 0 - 20 °C

10: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / 40 h / 20 °C / Inert atmosphere

11: lithium hydroxide monohydrate / methanol; tetrahydrofuran; water / 2 h / 20 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; lithium hydroxide monohydrate; palladium on activated charcoal; tetrabutyl ammonium fluoride; hydrogen; bromine; Iodine monochloride; caesium carbonate; magnesium; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 10: |Sonogashira Cross-Coupling;

DOI:10.1021/acs.joc.5b02665

upstream raw materials:

{4-[3-isopropyl-4-methoxymethoxy-5-(4-nitrophenylethynyl)benzyl]-3,5-dimethylphenoxy}acetic acid methyl ester

[4-(3-isopropyl-4-methoxymethoxybenzyl)-3,5-dimethylphenoxy]acetic acid methyl ester

[4-(3-iodo-5-isopropyl-4-methoxymethoxybenzyl)-3,5-dimethylphenoxy]acetic acid methyl ester

methyl 2-(4-(4-hydroxy-3-isopropylbenzyl)-3,5-dimethylphenoxy)acetate