3,5-Bis(tert-butyldiMethylsiloxyl)benzoic Acid Methyl Ester

Base Information

• Chemical Name: 3,5-Bis(tert-butyldiMethylsiloxyl)benzoic Acid Methyl Ester
• CAS No.: 103929-83-5
• Molecular Formula: C20H36O4Si2
• Molecular Weight: 396.674
• Mol file: 103929-83-5.mol

Synonyms:3,5-Bis(tert-butyldimethylsiloxyl)benzoic Acid Methyl Ester;methyl 3,5-bis(tert-butyldimethylsilanyloxy)benzoate;Methyl 3,5-bis(tert-butyldimethylsilyloxy)benzoate;

Chemical Property of 3,5-Bis(tert-butyldiMethylsiloxyl)benzoic Acid Methyl Ester

Chemical Property:

• PSA: 44.76000
• LogP: 6.24120
• Storage Temp.: Refrigerator
• Solubility.: Ethyl Acetate, Hexanes

Purity/Quality:

3,5-Bis(tert-butyldimethylsiloxyl)benzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Protected 3,5-Dihydroxybenzoic Acid Methyl Ester (D451715), with potential antifeedant activity for pine weevil, Hylobius abietis.

Technology Process of 3,5-Bis(tert-butyldiMethylsiloxyl)benzoic Acid Methyl Ester

There total 3 articles about 3,5-Bis(tert-butyldiMethylsiloxyl)benzoic 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: 100.0%

1-carbomethoxy-3,5-dihydroxybenzene (2150-44-9) + tert-butyldimethylsilyl chloride (18162-48-6) → methyl 3,5-bis(tert-butyldimethylsilyloxy)benzoate (103929-83-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; Ambient temperature;

DOI:10.1055/s-1998-2193

Reference yield: 75.0%

→ methyl 3,5-bis(tert-butyldimethylsilyloxy)benzoate (103929-83-5)

Guidance literature:

Reference yield:

3,5-Dihydroxybenzoic acid (99-10-5) → methyl 3,5-bis(tert-butyldimethylsilyloxy)benzoate (103929-83-5)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄ / 20 h / 70 °C

2: imidazole / CH₂Cl₂ / 2 h / 20 °C

With 1H-imidazole; sulfuric acid; In dichloromethane;

DOI:10.1016/j.bmcl.2003.10.038

upstream raw materials:

1-carbomethoxy-3,5-dihydroxybenzene

tert-butyldimethylsilyl chloride

3,5-Dihydroxybenzoic acid

Downstream raw materials:

3,5-di-tert-butyldimethylsilyloxybenzyl azide

5-[(2E)-(3,5-dihydroxyphenyl)vinyl]-2-methoxyphenyl-1-O-β-D-glucopyranoside

piceatannol 3'-O-β-D-glucopyranoside

5-vinyl-1,3-phenylene diacetate