methyl [3,5-bis(tert-butyldimethylsilyloxy)-4-methoxyphenyl]acetate

Base Information

• Chemical Name: methyl [3,5-bis(tert-butyldimethylsilyloxy)-4-methoxyphenyl]acetate
• CAS No.: 89936-31-2
• Molecular Formula: C₁₀H₁₂O₅
• Molecular Weight: 212.202
• Mol file: 89936-31-2.mol

Synonyms:methyl [3,5-bis(tert-butyldimethylsilyloxy)-4-methoxyphenyl]acetate

Chemical Property of methyl [3,5-bis(tert-butyldimethylsilyloxy)-4-methoxyphenyl]acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl [3,5-bis(tert-butyldimethylsilyloxy)-4-methoxyphenyl]acetate

There total 3 articles about methyl [3,5-bis(tert-butyldimethylsilyloxy)-4-methoxyphenyl]acetate 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: 40.0%

methanol (67-56-1) + 2-(3,5-dibromo-4-methoxyphenyl)acetic acid (89936-29-8) → methyl 3-hydroxy-4-methoxyphenylacetate (15964-81-5) + methyl [3,5-bis(tert-butyldimethylsilyloxy)-4-methoxyphenyl]acetate (89936-31-2)

Guidance literature:

With sodium hydroxide; sulfuric acid; copper(II) sulfate; Yield given. Multistep reaction; 1) H₂O, 9 days, sealed tube;

DOI:10.1021/jo00185a061

Reference yield:

4-Methoxyphenylacetic acid (104-01-8) → methyl [3,5-bis(tert-butyldimethylsilyloxy)-4-methoxyphenyl]acetate (89936-31-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / Br₂, FeBr₂ / CHCl₃ / Ambient temperature; 1) 42h, 2) 18h

2: 1) NaOH, 2) H₂SO₄ / 1) CuSO₄ / 1) H₂O, 9 days, sealed tube

With sodium hydroxide; sulfuric acid; bromine; iron(II) bromide; copper(II) sulfate; In chloroform;

DOI:10.1021/jo00185a061

Reference yield:

methanol (67-56-1) + 3,5-diisopropyloxy-4-methoxyphenyl acetic acid (178744-35-9) → methyl [3,5-bis(tert-butyldimethylsilyloxy)-4-methoxyphenyl]acetate (89936-31-2)

Guidance literature:

With boron trichloride; Yield given. Multistep reaction;

DOI:10.1016/S0040-4039(97)00036-1

upstream raw materials:

methanol

2-(3,5-dibromo-4-methoxyphenyl)acetic acid

3,5-diisopropyloxy-4-methoxyphenyl acetic acid

4-Methoxyphenylacetic acid

Downstream raw materials:

(3,5-dihydroxy-4-methoxyphenyl)acetic acid

methyl 3,5-bis(benzyloxy)-4-methoxyphenylacetate

(2R,4S)-3-[2-azido-2-(3,5-bis(benzyloxy)-4-methoxy)phenyl-1-oxoethyl]-4-(phenylmethyl)-2-oxazolidinone

(4S)-3-[2-(3,5-bis(benzyloxy)-4-methoxy)phenyl-1-oxoethyl]-4-(phenylmethyl)-2-oxazolidinone