methyl 3-((E)-4-hydroxy-3-methyl-but-2-enyl)-6-methyl-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)benzoate

Base Information

Chemical Name:methyl 3-((E)-4-hydroxy-3-methyl-but-2-enyl)-6-methyl-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)benzoate
CAS No.:288097-95-0
Molecular Formula:C₂₆H₄₆O₇Si₂
Molecular Weight:526.818
Hs Code.:

Synonyms:methyl 3-((E)-4-hydroxy-3-methyl-but-2-enyl)-6-methyl-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)benzoate

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Chemical Property of methyl 3-((E)-4-hydroxy-3-methyl-but-2-enyl)-6-methyl-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)benzoate

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Technology Process of methyl 3-((E)-4-hydroxy-3-methyl-but-2-enyl)-6-methyl-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)benzoate

There total 4 articles about methyl 3-((E)-4-hydroxy-3-methyl-but-2-enyl)-6-methyl-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)benzoate 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: 61.0%

: 288097-94-9
methyl 6-methyl-3-(3-methyl-but-2-enyl)-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)benzoate

: 288097-95-0
methyl 3-((E)-4-hydroxy-3-methyl-but-2-enyl)-6-methyl-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)benzoate

Guidance literature:: With tert.-butylhydroperoxide; selenium(IV) oxide; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1021/ol0061236

Reference yield:

: 3187-58-4
methyl orsellinate

: 288097-95-0
methyl 3-((E)-4-hydroxy-3-methyl-but-2-enyl)-6-methyl-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / toluene / 4 h / 50 °C

1.2: 73 percent Turnov_. / toluene / 15 h / 35 °C

2.1: KH; 18-crown-6 / tetrahydrofuran / 0.08 h / 0 °C

2.2: 84 percent / tetrahydrofuran / 5 h / 20 °C

3.1: 61 percent / SeO₂; aq. t-BuOOH / CH₂Cl₂ / 6 h / 20 °C

With tert.-butylhydroperoxide; selenium(IV) oxide; 18-crown-6 ether; potassium hydride; sodium hydride; In tetrahydrofuran; dichloromethane; toluene; 1.1: Deprotonation / 1.2: Alkylation / 2.1: Deprotonation / 2.2: Substitution / 3.1: Oxidation;
DOI:10.1021/ol0061236

Reference yield:

: 118040-61-2
methyl 2,4-dihydroxy-6-methyl-3-(3-methyl-but-2-enyl)-benzoate

: 288097-95-0
methyl 3-((E)-4-hydroxy-3-methyl-but-2-enyl)-6-methyl-2,4-bis-(2-trimethylsilanyl-ethoxymethoxy)benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: KH; 18-crown-6 / tetrahydrofuran / 0.08 h / 0 °C

1.2: 84 percent / tetrahydrofuran / 5 h / 20 °C

2.1: 61 percent / SeO₂; aq. t-BuOOH / CH₂Cl₂ / 6 h / 20 °C

With tert.-butylhydroperoxide; selenium(IV) oxide; 18-crown-6 ether; potassium hydride; In tetrahydrofuran; dichloromethane; 1.1: Deprotonation / 1.2: Substitution / 2.1: Oxidation;
DOI:10.1021/ol0061236