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

Base Information

• Chemical Name: [4-(3-iodo-5-isopropyl-4-methoxymethoxybenzyl)-3,5-dimethylphenoxy]acetic acid methyl ester
• CAS No.: 446312-35-2
• Molecular Formula: C₂₃H₂₉IO₅
• Molecular Weight: 512.385
• Mol file: 446312-35-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 13 articles about [4-(3-iodo-5-isopropyl-4-methoxymethoxybenzyl)-3,5-dimethylphenoxy]acetic 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: 88.0%

[4-(4-hydroxy-3-iodo-5-isopropylbenzyl)-3,5-dimethylphenoxy]acetic acid methyl ester (851227-21-9) + chloromethyl methyl ether (107-30-2) → [4-(3-iodo-5-isopropyl-4-methoxymethoxybenzyl)-3,5-dimethylphenoxy]acetic acid methyl ester (446312-35-2)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/ja0440093

Reference yield:

3,5-dimethyl-4-(3'-isopropyl-4'-O-methoxymethylbenzyl)-O-triisopropylsilylphenol (328236-46-0) → [4-(3-iodo-5-isopropyl-4-methoxymethoxybenzyl)-3,5-dimethylphenoxy]acetic acid methyl ester (446312-35-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C

2: 78 percent / Cs₂CO₃ / dimethylformamide / 0.5 h / 20 °C

3: 99 percent / aq. HCl / tetrahydrofuran; methanol / 6 h / 20 °C

4: 61 percent / ICl; Et₃N / tetrahydrofuran; CH₂Cl₂ / -40 - 20 °C

5: 88 percent / Cs₂CO₃ / dimethylformamide / 0 - 20 °C

With hydrogenchloride; tetrabutyl ammonium fluoride; Iodine monochloride; caesium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja0440093

Reference yield:

methyl 2-(4-(4-hydroxy-3-isopropylbenzyl)-3,5-dimethylphenoxy)acetate (863639-45-6) → [4-(3-iodo-5-isopropyl-4-methoxymethoxybenzyl)-3,5-dimethylphenoxy]acetic acid methyl ester (446312-35-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / ICl; Et₃N / tetrahydrofuran; CH₂Cl₂ / -40 - 20 °C

2: 88 percent / Cs₂CO₃ / dimethylformamide / 0 - 20 °C

With Iodine monochloride; caesium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja0440093

upstream raw materials:

bromoacetic acid methyl ester

4-(3-iodo-5-isopropyl-4-methoxymethoxy-benzyl)-3,5-dimethyl-phenol

[4-(4-hydroxy-3-iodo-5-isopropylbenzyl)-3,5-dimethylphenoxy]acetic acid methyl ester

chloromethyl methyl ether

Downstream raw materials:

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

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

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

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