dimethyl {(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}(4-methylbenzyl)malonate

Base Information

Chemical Name:dimethyl {(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}(4-methylbenzyl)malonate
CAS No.:944163-53-5
Molecular Formula:C₂₃H₃₆O₅Si
Molecular Weight:420.621
Hs Code.:

Synonyms:dimethyl {(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}(4-methylbenzyl)malonate

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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 dimethyl {(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}(4-methylbenzyl)malonate

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Technology Process of dimethyl {(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}(4-methylbenzyl)malonate

There total 2 articles about dimethyl {(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}(4-methylbenzyl)malonate 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: 94.0%

: 944163-47-7
dimethyl [(E)-4-hydroxybut-2-en-1-yl](4-methylbenzyl)malonate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 944163-53-5
dimethyl {(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}(4-methylbenzyl)malonate

Guidance literature:: With 1H-imidazole; triethylamine; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1002/ejoc.200601019

Reference yield:

: 49769-82-6
dimethyl 2-(4'-methylbenzyl)malonate

: 944163-53-5
dimethyl {(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}(4-methylbenzyl)malonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dppb; NaH / Pd₂(dba)3 / tetrahydrofuran / 20 °C

1.2: 55 percent / tetrahydrofuran / 24 h / 20 °C

2.1: 94 percent / imidazole; Et₃N / CH₂Cl₂ / 15 h / 20 °C

With 1H-imidazole; sodium hydride; triethylamine; 1,4-di(diphenylphosphino)-butane; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.200601019