(±)-methyl 2-{[(tert-butyldimethylsilyl)oxy](4-methoxyphenyl)methyl}prop-2-enoate

Base Information

Chemical Name:(±)-methyl 2-{[(tert-butyldimethylsilyl)oxy](4-methoxyphenyl)methyl}prop-2-enoate
CAS No.:281195-09-3
Molecular Formula:C₁₈H₂₈O₄Si
Molecular Weight:336.503
Hs Code.:

Synonyms:(±)-methyl 2-{[(tert-butyldimethylsilyl)oxy](4-methoxyphenyl)methyl}prop-2-enoate

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Chemical Property of (±)-methyl 2-{[(tert-butyldimethylsilyl)oxy](4-methoxyphenyl)methyl}prop-2-enoate

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Technology Process of (±)-methyl 2-{[(tert-butyldimethylsilyl)oxy](4-methoxyphenyl)methyl}prop-2-enoate

There total 4 articles about (±)-methyl 2-{[(tert-butyldimethylsilyl)oxy](4-methoxyphenyl)methyl}prop-2-enoate 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: 100.0%

: 115240-92-1
methyl 2-[hydroxy(4-methoxyphenyl)methyl]prop-2-enoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 281195-09-3
(±)-methyl 2-{[(tert-butyldimethylsilyl)oxy](4-methoxyphenyl)methyl}prop-2-enoate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2008.04.040

Reference yield: 99.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 115240-92-1
methyl 2-[hydroxy(4-methoxyphenyl)methyl]prop-2-enoate

: 281195-09-3
(±)-methyl 2-{[(tert-butyldimethylsilyl)oxy](4-methoxyphenyl)methyl}prop-2-enoate

Guidance literature:: With triethylamine;
DOI:10.1016/j.tet.2012.10.057

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 281195-09-3
(±)-methyl 2-{[(tert-butyldimethylsilyl)oxy](4-methoxyphenyl)methyl}prop-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: 1,4-diaza-bicyclo[2.2.2]octane / 30 °C / Sonication

2: 1H-imidazole; dimethyl sulfoxide / 20 °C / Inert atmosphere

With 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; dimethyl sulfoxide; 1: Morita-Baylis-Hillman reaction;
DOI:10.1590/S0103-50532011000800022