3-[3,5-bis-acetoxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-acrylic acid

Base Information

Chemical Name:3-[3,5-bis-acetoxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-acrylic acid
CAS No.:692729-62-7
Molecular Formula:C₂₁H₃₀O₇Si
Molecular Weight:422.551
Hs Code.:

3-[3,5-bis-acetoxymethyl-4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-phenyl]-acrylic acid

Synonyms:3-[3,5-bis-acetoxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-acrylic acid

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Chemical Property of 3-[3,5-bis-acetoxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-acrylic acid

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Technology Process of 3-[3,5-bis-acetoxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-acrylic acid

There total 5 articles about 3-[3,5-bis-acetoxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-acrylic acid 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: 43.0%

: 108-24-7
acetic anhydride

: 692729-61-6
3-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-acrylic acid

: 692729-62-7
3-[3,5-bis-acetoxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-acrylic acid

Guidance literature:: With iron(III) chloride; at 0 ℃;
DOI:10.1016/j.tetlet.2004.02.070

Reference yield:

: 247226-70-6
2,6-bis(morpholinomethyl)phenol

: 692729-62-7
3-[3,5-bis-acetoxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-acrylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaI; chloramine-T / dimethylsulfoxide / 50 °C

2.1: 69 percent / acetic acid

3.1: 84 percent / (o-CH₃C₆H₄)3P; Et₃N / Pd(OAc(2 / toluene / 24 h / 100 °C

4.1: H₂SO₄ / tetrahydrofuran; H₂O / 3.5 h / 80 °C

4.2: 71 percent / LiOH / H₂O / 2 h / 20 °C

5.1: 39 percent / imidazole / dimethylformamide / 48 h

6.1: 43 percent / FeCl₃ / 0 °C

With 1H-imidazole; sulfuric acid; chloroamine-T; iron(III) chloride; triethylamine; tris-(o-tolyl)phosphine; sodium iodide; palladium diacetate; In tetrahydrofuran; water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 3.1: Heck reaction;
DOI:10.1016/j.tetlet.2004.02.070

Reference yield:

: 205877-24-3
2,6-bis(morpholinomethyl)-4-iodophenol

: 692729-62-7
3-[3,5-bis-acetoxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-acrylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 69 percent / acetic acid

2.1: 84 percent / (o-CH₃C₆H₄)3P; Et₃N / Pd(OAc(2 / toluene / 24 h / 100 °C

3.1: H₂SO₄ / tetrahydrofuran; H₂O / 3.5 h / 80 °C

3.2: 71 percent / LiOH / H₂O / 2 h / 20 °C

4.1: 39 percent / imidazole / dimethylformamide / 48 h

5.1: 43 percent / FeCl₃ / 0 °C

With 1H-imidazole; sulfuric acid; iron(III) chloride; triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In tetrahydrofuran; water; acetic acid; N,N-dimethyl-formamide; toluene; 2.1: Heck reaction;
DOI:10.1016/j.tetlet.2004.02.070