methyl 4-(tert-butyldimethylsilyloxy)-3-methoxy-5-(3-methylbut-2-enyl)benzoate

Base Information

Chemical Name:methyl 4-(tert-butyldimethylsilyloxy)-3-methoxy-5-(3-methylbut-2-enyl)benzoate
CAS No.:1352196-27-0
Molecular Formula:C₂₀H₃₂O₄Si
Molecular Weight:364.557
Hs Code.:

Synonyms:methyl 4-(tert-butyldimethylsilyloxy)-3-methoxy-5-(3-methylbut-2-enyl)benzoate

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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 4-(tert-butyldimethylsilyloxy)-3-methoxy-5-(3-methylbut-2-enyl)benzoate

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Technology Process of methyl 4-(tert-butyldimethylsilyloxy)-3-methoxy-5-(3-methylbut-2-enyl)benzoate

There total 4 articles about methyl 4-(tert-butyldimethylsilyloxy)-3-methoxy-5-(3-methylbut-2-enyl)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: 93.0%

: 85316-77-4
methyl 4-hydroxy-3-methoxy-5-(3-methylbut-2-enyl)benzoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1352196-27-0
methyl 4-(tert-butyldimethylsilyloxy)-3-methoxy-5-(3-methylbut-2-enyl)benzoate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1016/j.tetlet.2011.10.095

Reference yield:

: 3943-74-6
4-hydroxy-3-methoxybenzoic acid methyl ester

: 1352196-27-0
methyl 4-(tert-butyldimethylsilyloxy)-3-methoxy-5-(3-methylbut-2-enyl)benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / acetone / 16 h / 40 °C / Inert atmosphere

2: N,N-diethylaniline / 5 h / 120 °C / Inert atmosphere

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3.5 h / 45 °C / Inert atmosphere

4: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; potassium carbonate; N,N-diethylaniline; In dichloromethane; N,N-dimethyl-formamide; acetone; 2: Claisen rearrangement;
DOI:10.1016/j.tetlet.2011.10.095

Reference yield:

: 647854-53-3
methyl 3-allyl-4-hydroxy-5-methoxybenzoate

: 1352196-27-0
methyl 4-(tert-butyldimethylsilyloxy)-3-methoxy-5-(3-methylbut-2-enyl)benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3.5 h / 45 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2011.10.095