dimethyl {(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}[(E)-3-phenylprop-2-en-1-yl]malonate

Base Information

Chemical Name:dimethyl {(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}[(E)-3-phenylprop-2-en-1-yl]malonate
CAS No.:944163-56-8
Molecular Formula:C₂₄H₃₆O₅Si
Molecular Weight:432.632
Hs Code.:

Synonyms:dimethyl {(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}[(E)-3-phenylprop-2-en-1-yl]malonate

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Chemical Property of dimethyl {(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}[(E)-3-phenylprop-2-en-1-yl]malonate

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Technology Process of dimethyl {(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}[(E)-3-phenylprop-2-en-1-yl]malonate

There total 1 articles about dimethyl {(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}[(E)-3-phenylprop-2-en-1-yl]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: 86.0%

: 119793-72-5
(E)-2-(3-phenyl-allyl) malonic acid dimethyl ester

: 143158-97-8
acetic acid 4-(tert-butyldimethylsilanyloxy)but-2-enyl ester

: 944163-56-8
dimethyl {(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}[(E)-3-phenylprop-2-en-1-yl]malonate

Guidance literature:: (E)-2-(3-phenyl-allyl) malonic acid dimethyl ester; With sodium hydride; 1,4-di(diphenylphosphino)-butane; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; at 20 ℃;

acetic acid 4-(tert-butyldimethylsilanyloxy)but-2-enyl ester; In tetrahydrofuran; at 20 ℃; for 24h; Further stages.;
DOI:10.1002/ejoc.200601019

Reference yield: 79.0%

: 944163-56-8
dimethyl {(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}[(E)-3-phenylprop-2-en-1-yl]malonate

: 944163-67-1
2-{(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}-2-[(E)-3-phenylprop-2-en-1-yl]propane-1,3-diol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 0.5h;
DOI:10.1002/ejoc.200601019

Reference yield:

: 944163-56-8
dimethyl {(E)-4-[(tert-butyldimethylsilyl)oxy]but-2-en-1-yl}[(E)-3-phenylprop-2-en-1-yl]malonate

: rac-(3R,5S)-3-[(E)-cinnamyl]-3-hydroxymethyl-5-vinyltetrahydrofuran

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / LiAlH₄ / diethyl ether / 0.5 h / 20 °C

2: 98 percent / Bu₄NF*3H₂O / tetrahydrofuran / 15 h / 20 °C

3: 63 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

4: dppb / Pd₂(dba)3 / tetrahydrofuran / 1 h / 25 °C

With pyridine; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; 1,4-di(diphenylphosphino)-butane; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/ejoc.200601019