5-[2-(tert-Butyl-dimethyl-silanyloxy)-3,4-dimethoxy-6-methyl-phenylethynyl]-2-methoxy-phenol

Base Information

Chemical Name:5-[2-(tert-Butyl-dimethyl-silanyloxy)-3,4-dimethoxy-6-methyl-phenylethynyl]-2-methoxy-phenol
CAS No.:192809-53-3
Molecular Formula:C₂₄H₃₂O₅Si
Molecular Weight:428.601
Hs Code.:

Synonyms:5-[2-(tert-Butyl-dimethyl-silanyloxy)-3,4-dimethoxy-6-methyl-phenylethynyl]-2-methoxy-phenol

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Chemical Property of 5-[2-(tert-Butyl-dimethyl-silanyloxy)-3,4-dimethoxy-6-methyl-phenylethynyl]-2-methoxy-phenol

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Technology Process of 5-[2-(tert-Butyl-dimethyl-silanyloxy)-3,4-dimethoxy-6-methyl-phenylethynyl]-2-methoxy-phenol

There total 8 articles about 5-[2-(tert-Butyl-dimethyl-silanyloxy)-3,4-dimethoxy-6-methyl-phenylethynyl]-2-methoxy-phenol 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: 80.0%

: 160257-85-2
5-iodo-2-methoxyphenol

: 192809-51-1
tert-Butyl-(2-ethynyl-5,6-dimethoxy-3-methyl-phenoxy)-dimethyl-silane

: 192809-53-3
5-[2-(tert-Butyl-dimethyl-silanyloxy)-3,4-dimethoxy-6-methyl-phenylethynyl]-2-methoxy-phenol

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; for 1.5h; Ambient temperature;
DOI:10.1021/jo9704220

Reference yield:

: 613-70-7
2-methoxyphenyl acetate

: 192809-53-3
5-[2-(tert-Butyl-dimethyl-silanyloxy)-3,4-dimethoxy-6-methyl-phenylethynyl]-2-methoxy-phenol

Guidance literature:: Multi-step reaction with 3 steps

1: 20.5 g / ICl / CH₂Cl₂ / 2 h

2: LiOH*H₂O / methanol; tetrahydrofuran; H₂O / 3.5 h / Ambient temperature

3: 80 percent / (Ph₃P)2PdCl₂, CuI, Et₃N / 1.5 h / Ambient temperature

With bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide; copper(l) iodide; Iodine monochloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo9704220

Reference yield:

: 22383-86-4
2-hydroxy-3,4-dimethoxy-6-methylbenzaldehyde

: 192809-53-3
5-[2-(tert-Butyl-dimethyl-silanyloxy)-3,4-dimethoxy-6-methyl-phenylethynyl]-2-methoxy-phenol

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / i-Pr₂NEt / dimethylformamide / 0.25 h

2: 1) PPh₃ / 1) CH₂Cl₂, 0 - 5 deg C, 2) CH₂Cl₂, 0-5 deg C -> room temperature, 2 h

3: 96 percent / n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

4: 80 percent / (Ph₃P)2PdCl₂, CuI, Et₃N / 1.5 h / Ambient temperature

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jo9704220