methyl (E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-butenoate

Base Information

Chemical Name:methyl (E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-butenoate
CAS No.:476003-35-7
Molecular Formula:C₂₀H₃₂O₅Si
Molecular Weight:380.557
Hs Code.:

Synonyms:methyl (E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-butenoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-butenoate

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Technology Process of methyl (E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-butenoate

There total 7 articles about methyl (E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-butenoate 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: 98.0%

: 2605-68-7
methyl 2-(triphenylphosphoranylidene)propionate

: [2-(tert-butyl-dimethyl-silanyloxy)-5-methoxymethoxy-phenyl]-acetaldehyde

: 476003-35-7
methyl (E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-butenoate

Guidance literature:: In dichloromethane; at 0 - 20 ℃;
DOI:10.1271/bbb.66.1915

Reference yield:

: 57433-93-9
hydroquinone monomethoxymethyl ether

: 476003-35-7
methyl (E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-butenoate

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / K₂CO₃ / acetone / 10 h / Heating

2: 88 percent / N,N-diethylaniline / 5 h / 220 °C

3: 94 percent / imidazole / dimethylformamide / 3 h / 20 °C

4: 98 percent / 4-methylmorpholine-4-oxide; aq. OsO₄ / tetrahydrofuran; H₂O / 12 h / 20 °C

5: NaIO₄ / methanol; H₂O / 1 h / 20 °C

6: 98 percent / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; potassium carbonate; 4-methylmorpholine N-oxide; N,N-diethylaniline; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; 6: Wittig reaction;
DOI:10.1271/bbb.66.1915

Reference yield:

: 123-31-9,8027-02-9
hydroquinone

: 476003-35-7
methyl (E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-butenoate

Guidance literature:: Multi-step reaction with 7 steps

1: 65 percent / N,N-diisopropylethylamine / acetonitrile / 0 - 20 °C

2: 85 percent / K₂CO₃ / acetone / 10 h / Heating

3: 88 percent / N,N-diethylaniline / 5 h / 220 °C

4: 94 percent / imidazole / dimethylformamide / 3 h / 20 °C

5: 98 percent / 4-methylmorpholine-4-oxide; aq. OsO₄ / tetrahydrofuran; H₂O / 12 h / 20 °C

6: NaIO₄ / methanol; H₂O / 1 h / 20 °C

7: 98 percent / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; potassium carbonate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; N,N-diethylaniline; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; 7: Wittig reaction;
DOI:10.1271/bbb.66.1915