7-[4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-phenyl]-3-oxo-heptanoic acid methyl ester

Base Information

Chemical Name:7-[4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-phenyl]-3-oxo-heptanoic acid methyl ester
CAS No.:158555-86-3
Molecular Formula:C₂₂H₃₆O₆Si
Molecular Weight:424.61
Hs Code.:

Synonyms:7-[4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-phenyl]-3-oxo-heptanoic acid methyl ester

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Chemical Property of 7-[4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-phenyl]-3-oxo-heptanoic acid methyl ester

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Technology Process of 7-[4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-phenyl]-3-oxo-heptanoic acid methyl ester

There total 5 articles about 7-[4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-phenyl]-3-oxo-heptanoic 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: 64.0%

: 105-45-3
acetoacetic acid methyl ester

: 118631-00-8
4-(3-Bromopropyl)-1-<(tert-butyldimethylsilyl)oxy>-2,6-dimethoxybenzene

: 158555-86-3
7-[4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-phenyl]-3-oxo-heptanoic acid methyl ester

Guidance literature:: With n-butyllithium; sodium hydride; In tetrahydrofuran; hexane; 1.) 0 deg C, 10 min; 0 deg C, 10 min, 2.) r.t., 30 min;
DOI:10.1021/jo00100a039

Reference yield:

: 6627-88-9
4-allyl-2,6-dimethoxyphenol

: 158555-86-3
7-[4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-phenyl]-3-oxo-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: imidazole / dimethylformamide / 4 h / Ambient temperature

2: 1.) BH₃*THF, 2.) 30percent H₂O₂, 3 N NaOH / 1.) THF, 0 deg C, 10 min; 2 h, 2.) 0 deg C, 15 min; 1 h

3: Ph₃P, CBr₄ / diethyl ether / 4 h / Ambient temperature

4: 64 percent / NaH, n-BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 10 min; 0 deg C, 10 min, 2.) r.t., 30 min

With 1H-imidazole; sodium hydroxide; n-butyllithium; borane-THF; carbon tetrabromide; dihydrogen peroxide; sodium hydride; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jo00100a039

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 158555-86-3
7-[4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-phenyl]-3-oxo-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: imidazole / dimethylformamide / 4 h / Ambient temperature

2: 1.) BH₃*THF, 2.) 30percent H₂O₂, 3 N NaOH / 1.) THF, 0 deg C, 10 min; 2 h, 2.) 0 deg C, 15 min; 1 h

3: Ph₃P, CBr₄ / diethyl ether / 4 h / Ambient temperature

4: 64 percent / NaH, n-BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 10 min; 0 deg C, 10 min, 2.) r.t., 30 min

With 1H-imidazole; sodium hydroxide; n-butyllithium; borane-THF; carbon tetrabromide; dihydrogen peroxide; sodium hydride; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jo00100a039