2-iodo-6-methoxymethoxy-4-[3-methoxymethoxy-1-(E)-propenyl]phenyl 3-methoxy-4-methoxymethoxybenzoate

Base Information

• Chemical Name: 2-iodo-6-methoxymethoxy-4-[3-methoxymethoxy-1-(E)-propenyl]phenyl 3-methoxy-4-methoxymethoxybenzoate
• CAS No.: 263887-36-1
• Molecular Formula: C₂₃H₂₇IO₉
• Molecular Weight: 574.366
• Mol file: 263887-36-1.mol

Synonyms:2-iodo-6-methoxymethoxy-4-[3-methoxymethoxy-1-(E)-propenyl]phenyl 3-methoxy-4-methoxymethoxybenzoate

Chemical Property of 2-iodo-6-methoxymethoxy-4-[3-methoxymethoxy-1-(E)-propenyl]phenyl 3-methoxy-4-methoxymethoxybenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-iodo-6-methoxymethoxy-4-[3-methoxymethoxy-1-(E)-propenyl]phenyl 3-methoxy-4-methoxymethoxybenzoate

There total 5 articles about 2-iodo-6-methoxymethoxy-4-[3-methoxymethoxy-1-(E)-propenyl]phenyl 3-methoxy-4-methoxymethoxybenzoate 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%

3-methoxy-4-(methoxymethoxy)benzoic acid (5533-02-8) + (E)-1-(4-hydroxy-3-iodo-5-methoxymethoxyphenyl)-3-methoxymethoxy-1-propene (263887-25-8) → 2-iodo-6-methoxymethoxy-4-[3-methoxymethoxy-1-(E)-propenyl]phenyl 3-methoxy-4-methoxymethoxybenzoate (263887-36-1)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 20 ℃; for 15.5h;

DOI:10.3987/com-99-s63

Reference yield:

(E)-3-(5-hydroxy-3-iodo-4-mesyloxyphenyl)-2-propen-1-ol (237736-54-8) → 2-iodo-6-methoxymethoxy-4-[3-methoxymethoxy-1-(E)-propenyl]phenyl 3-methoxy-4-methoxymethoxybenzoate (263887-36-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / i-Pr₂NEt / dimethylformamide / 16.5 h / 20 °C

2: 73 percent / 1N aq. NaOH / tetrahydrofuran; ethanol / 2 h / 50 °C

3: 88 percent / DMAP; 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide hydrochloride / tetrahydrofuran / 15.5 h / 20 °C

With dmap; sodium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; 1: Etherification / 2: Hydrolysis / 3: Esterification;

DOI:10.3987/com-99-s63

Reference yield:

(E)-3-(3-Hydroxy-5-iodo-4-methanesulfonyloxy-phenyl)-acrylic acid ethyl ester (263887-34-9) → 2-iodo-6-methoxymethoxy-4-[3-methoxymethoxy-1-(E)-propenyl]phenyl 3-methoxy-4-methoxymethoxybenzoate (263887-36-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / DIBALH / tetrahydrofuran; toluene / 4 h / -78 °C

2: 79 percent / i-Pr₂NEt / dimethylformamide / 16.5 h / 20 °C

3: 73 percent / 1N aq. NaOH / tetrahydrofuran; ethanol / 2 h / 50 °C

4: 88 percent / DMAP; 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide hydrochloride / tetrahydrofuran / 15.5 h / 20 °C

With dmap; sodium hydroxide; diisobutylaluminium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene; 1: Reduction / 2: Etherification / 3: Hydrolysis / 4: Esterification;

DOI:10.3987/com-99-s63

upstream raw materials:

3-methoxy-4-(methoxymethoxy)benzoic acid

(E)-1-(4-hydroxy-3-iodo-5-methoxymethoxyphenyl)-3-methoxymethoxy-1-propene

(E)-3-(5-hydroxy-3-iodo-4-mesyloxyphenyl)-2-propen-1-ol

(E)-3-(3-Iodo-4-methanesulfonyloxy-5-methoxy-phenyl)-acrylic acid ethyl ester

Refernces