methyl 4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethoxybenzoate

Base Information

• Chemical Name: methyl 4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethoxybenzoate
• CAS No.: 134178-07-7
• Molecular Formula: C₁₆H₂₆O₅Si
• Molecular Weight: 326.465
• Mol file: 134178-07-7.mol

Synonyms:methyl 4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethoxybenzoate

Chemical Property of methyl 4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethoxybenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethoxybenzoate

There total 1 articles about methyl 4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethoxybenzoate 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: 97.0%

methyl syringate (884-35-5) + tert-butyldimethylsilyl chloride (18162-48-6) → methyl 4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethoxybenzoate (134178-07-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jo00016a015

Reference yield: 71.0%

4-Fluoro-2-hydroxyacetophenone (1481-27-2) + methyl 4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethoxybenzoate (134178-07-7) → 7-fluoro-4'-hydroxy-3',5'-dimethoxyflavone

Guidance literature:

4-Fluoro-2-hydroxyacetophenone; methyl 4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethoxybenzoate; With lithium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 24h;

With sulfuric acid; acetic acid; at 100 ℃; for 3h;

Reference yield:

methyl 4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethoxybenzoate (134178-07-7) → 5,7,4'trihydroxy-3',5'-dimethoxyflavone (520-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: LiHMDS / THF 1) 1 h, -78 deg C 2) 2 h, -10 deg C 3) 1 h, -78 deg C 4) 16 h, r.t.

2: 82 percent / 0.5percent H₂SO₄ / acetic acid / 1 h / 95 - 100 °C

With sulfuric acid; lithium hexamethyldisilazane; In acetic acid;

DOI:10.1021/jo00016a015

upstream raw materials:

methyl syringate

tert-butyldimethylsilyl chloride

Downstream raw materials:

5,7,4'trihydroxy-3',5'-dimethoxyflavone

3',5'-dimethoxy-4'-hydroxyflavone

2-(4-hydroxy-3,5-dimethoxyphenyl)-7-hydroxy-4H-benzopyran-4-one

2-(4-hydroxy-3,5-dimethoxyphenyl)-6-hydroxy-4H-benzopyran-4-one