ethyl (5-(tert-butyldimethylsilanyloxymethyl)-4-methoxy-2-methoxymethoxyphenyl)acetate

Base Information

Chemical Name:ethyl (5-(tert-butyldimethylsilanyloxymethyl)-4-methoxy-2-methoxymethoxyphenyl)acetate
CAS No.:1337973-19-9
Molecular Formula:C₂₀H₃₄O₆Si
Molecular Weight:398.572
Hs Code.:

Synonyms:ethyl (5-(tert-butyldimethylsilanyloxymethyl)-4-methoxy-2-methoxymethoxyphenyl)acetate

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Chemical Property of ethyl (5-(tert-butyldimethylsilanyloxymethyl)-4-methoxy-2-methoxymethoxyphenyl)acetate

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Technology Process of ethyl (5-(tert-butyldimethylsilanyloxymethyl)-4-methoxy-2-methoxymethoxyphenyl)acetate

There total 1 articles about ethyl (5-(tert-butyldimethylsilanyloxymethyl)-4-methoxy-2-methoxymethoxyphenyl)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: 72.0%

: 1227484-31-2
(5-bromo-2-methoxy-4-(methoxymethoxy)benzyloxy)(tert-butyl)dimethylsilane

: 681-94-7
ethyl 2-(tributylstannyl)acetate

: 1337973-19-9
ethyl (5-(tert-butyldimethylsilanyloxymethyl)-4-methoxy-2-methoxymethoxyphenyl)acetate

Guidance literature:: With dichlorobis(tri-O-tolylphosphine)palladium; zinc dibromide; In N,N-dimethyl-formamide; at 80 ℃; for 14h; Inert atmosphere;
DOI:10.1007/s12272-011-0805-9

Reference yield: 99.0%

: 1337973-19-9
ethyl (5-(tert-butyldimethylsilanyloxymethyl)-4-methoxy-2-methoxymethoxyphenyl)acetate

: 1227484-15-2
2-(5-((tert-butyldimethylsilyloxy)methyl)-4-methoxy-2-(methoxymethoxy)phenyl)acetic acid

Guidance literature:: ethyl (5-(tert-butyldimethylsilanyloxymethyl)-4-methoxy-2-methoxymethoxyphenyl)acetate; With sodium hydroxide; In ethanol; at 40 ℃; for 16h; Inert atmosphere;

With hydrogenchloride; In ethanol; water; pH=3 - 4; Inert atmosphere;
DOI:10.1007/s12272-011-0805-9

Reference yield:

: 1337973-19-9
ethyl (5-(tert-butyldimethylsilanyloxymethyl)-4-methoxy-2-methoxymethoxyphenyl)acetate

: 1337973-24-6
(S)-3-(5-((tert-butyldimethylsilyloxy)methyl)-4-methoxy-2-(methoxymethoxy)phenyl)butan-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydroxide / ethanol / 16 h / 40 °C / Inert atmosphere

1.2: pH 3 - 4 / Inert atmosphere

2.1: triethylamine / tetrahydrofuran / 1.25 h / -78 - 0 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; diethyl ether / 0.67 h / -78 °C / Inert atmosphere

3.2: 2.25 h / -78 - 20 °C / Inert atmosphere

3.3: Inert atmosphere

4.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.2 h / -78 °C / Inert atmosphere

4.2: 6 h / -78 - 20 °C / Inert atmosphere

5.1: lithium hydroxide monohydrate; dihydrogen peroxide / tetrahydrofuran; water / 4 h / 0 - 20 °C / Inert atmosphere

5.2: pH 2 - 3 / Inert atmosphere

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 10 h / 20 °C / Inert atmosphere

7.1: tetrahydrofuran; diethyl ether / 3 h / 0 °C / Inert atmosphere

7.2: Inert atmosphere

With n-butyllithium; lithium hydroxide monohydrate; dihydrogen peroxide; sodium hexamethyldisilazane; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1007/s12272-011-0805-9