(+/-)-(E)-1-<2-methyl-2-(2,4,6-trimethylphenyl)-2-<(trimethylsilyl)oxy>acetoxy>-1,3-butadiene

Base Information

• Chemical Name: (+/-)-(E)-1-<2-methyl-2-(2,4,6-trimethylphenyl)-2-<(trimethylsilyl)oxy>acetoxy>-1,3-butadiene
• CAS No.: 129337-25-3
• Molecular Formula: C₁₉H₂₈O₃Si
• Molecular Weight: 332.515

Synonyms:(+/-)-(E)-1-<2-methyl-2-(2,4,6-trimethylphenyl)-2-<(trimethylsilyl)oxy>acetoxy>-1,3-butadiene

Chemical Property of (+/-)-(E)-1-<2-methyl-2-(2,4,6-trimethylphenyl)-2-<(trimethylsilyl)oxy>acetoxy>-1,3-butadiene

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of (+/-)-(E)-1-<2-methyl-2-(2,4,6-trimethylphenyl)-2-<(trimethylsilyl)oxy>acetoxy>-1,3-butadiene

There total 4 articles about (+/-)-(E)-1-<2-methyl-2-(2,4,6-trimethylphenyl)-2-<(trimethylsilyl)oxy>acetoxy>-1,3-butadiene 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: 96.0%

(+/-)-3-<2-methyl-2-(2,4,6-trimethylphenyl)-2-<(trimethylsilyl)oxy>acetoxy>-endo-tricyclo<4.2.1.02,5>non-7-ene (136066-63-2) → (+/-)-(E)-1-<2-methyl-2-(2,4,6-trimethylphenyl)-2-<(trimethylsilyl)oxy>acetoxy>-1,3-butadiene (129337-25-3)

Guidance literature:

at 25 - 250 ℃;

DOI:10.1021/ja00020a026

Reference yield:

3-(2-oxopropionoxy)-endo-tricyclo<4.2.1.02,5>non-7-ene (136066-61-0) → (+/-)-(E)-1-<2-methyl-2-(2,4,6-trimethylphenyl)-2-<(trimethylsilyl)oxy>acetoxy>-1,3-butadiene (129337-25-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / tetrahydrofuran / 12 h / -70 - 25 °C

2: 65 percent / 12 h / 80 °C

3: 96 percent / 25 - 250 °C

In tetrahydrofuran;

DOI:10.1021/ja00020a026

Reference yield:

2-mesitylmagnesium bromide (2633-66-1) → (+/-)-(E)-1-<2-methyl-2-(2,4,6-trimethylphenyl)-2-<(trimethylsilyl)oxy>acetoxy>-1,3-butadiene (129337-25-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / tetrahydrofuran / 12 h / -70 - 25 °C

2: 65 percent / 12 h / 80 °C

3: 96 percent / 25 - 250 °C

In tetrahydrofuran;

DOI:10.1021/ja00020a026

upstream raw materials:

(+/-)-3-<2-methyl-2-(2,4,6-trimethylphenyl)-2-<(trimethylsilyl)oxy>acetoxy>-endo-tricyclo<4.2.1.0^2,5>non-7-ene

3-(2-oxopropionoxy)-endo-tricyclo<4.2.1.0^2,5>non-7-ene

(+/-)-3-<2-hydroxy-2-methyl-2-(2,4,6-trimethylphenyl)acetoxy>-endo-tricyclo<4.2.1.0^2,5>non-7-ene

2-mesitylmagnesium bromide

Downstream raw materials:

(S)-2-(2,4,6-Trimethyl-phenyl)-2-trimethylsilanyloxy-propionic acid (3aS,4R,7aS)-2-ethyl-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl ester

(S)-2-(2,4,6-Trimethyl-phenyl)-2-trimethylsilanyloxy-propionic acid (3aR,4S,7aR)-2-ethyl-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl ester

(S)-2-Hydroxy-2-(2,4,6-trimethyl-phenyl)-propionic acid (3aS,4R,7aS)-2-ethyl-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl ester

(S)-2-Hydroxy-2-(2,4,6-trimethyl-phenyl)-propionic acid (3aR,4S,7aR)-2-ethyl-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl ester

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