(E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-buten-1-ol

Base Information

Chemical Name:(E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-buten-1-ol
CAS No.:476003-36-8
Molecular Formula:C₁₉H₃₂O₄Si
Molecular Weight:352.546
Hs Code.:

Synonyms:(E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-buten-1-ol

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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 (E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-buten-1-ol

Chemical Property:

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Technology Process of (E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-buten-1-ol

There total 8 articles about (E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-buten-1-ol 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: 99.0%

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

: 476003-36-8
(E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-buten-1-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at -78 - 20 ℃; for 2h;
DOI:10.1271/bbb.66.1915

Reference yield:

: 57433-93-9
hydroquinone monomethoxymethyl ether

: 476003-36-8
(E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-buten-1-ol

Guidance literature:: Multi-step reaction with 7 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

7: 99 percent / LiAlH₄ / tetrahydrofuran / 2 h / -78 - 20 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; 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

: 476003-36-8
(E)-4-[2-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)phenyl]-2-methyl-2-buten-1-ol

Guidance literature:: Multi-step reaction with 8 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

8: 99 percent / LiAlH₄ / tetrahydrofuran / 2 h / -78 - 20 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; 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