6-(tert-butyldiphenylsilyloxy)-3-iodo-2-methoxybenzoic acid methyl ester

Base Information

• Chemical Name: 6-(tert-butyldiphenylsilyloxy)-3-iodo-2-methoxybenzoic acid methyl ester
• CAS No.: 641616-53-7
• Molecular Formula: C₂₅H₂₇IO₄Si
• Molecular Weight: 546.477
• Mol file: 641616-53-7.mol

Synonyms:6-(tert-butyldiphenylsilyloxy)-3-iodo-2-methoxybenzoic acid methyl ester

Chemical Property of 6-(tert-butyldiphenylsilyloxy)-3-iodo-2-methoxybenzoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(tert-butyldiphenylsilyloxy)-3-iodo-2-methoxybenzoic acid methyl ester

There total 2 articles about 6-(tert-butyldiphenylsilyloxy)-3-iodo-2-methoxybenzoic 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: 72.0%

6-(tert-butyldiphenylsilyloxy)-2-hydroxy-3-iodobenzoic acid methyl ester (641616-52-6) + methyl iodide (74-88-4) → 6-(tert-butyldiphenylsilyloxy)-3-iodo-2-methoxybenzoic acid methyl ester (641616-53-7)

Guidance literature:

With potassium hydrogencarbonate; In acetone; for 24h; Heating;

DOI:10.1016/j.bmcl.2003.08.063

Reference yield:

methyl 2,6-dihydroxybenzoate (2150-45-0) → 6-(tert-butyldiphenylsilyloxy)-3-iodo-2-methoxybenzoic acid methyl ester (641616-53-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ICl / CCl₄ / 48 h / 20 °C

1.2: imidazole / CH₂Cl₂ / 5 h / 20 °C

2.1: 72 percent / KHCO₃ / acetone / 24 h / Heating

With Iodine monochloride; potassium hydrogencarbonate; In tetrachloromethane; acetone;

DOI:10.1016/j.bmcl.2003.08.063

Reference yield: 95.0%

6-(tert-butyldiphenylsilyloxy)-3-iodo-2-methoxybenzoic acid methyl ester (641616-53-7) → 6-hydroxy-3-iodo-2-methoxybenzoic acid methyl ester (641616-54-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2003.08.063

upstream raw materials:

6-(tert-butyldiphenylsilyloxy)-2-hydroxy-3-iodobenzoic acid methyl ester

methyl iodide

methyl 2,6-dihydroxybenzoate

Downstream raw materials:

6-hydroxy-3-iodo-2-methoxybenzoic acid methyl ester

5-Iodo-BZM

6-hydroxy-3-iodo-2-methoxybenzoic acid