dimethyl (1Z,3E)-4-(4-methoxyphenyl)-1-(trimethylsilyl)-1,3-butadienylphosphonate

Base Information

Chemical Name:dimethyl (1Z,3E)-4-(4-methoxyphenyl)-1-(trimethylsilyl)-1,3-butadienylphosphonate
CAS No.:1615248-93-5
Molecular Formula:C₁₆H₂₅O₄PSi
Molecular Weight:340.431
Hs Code.:

Synonyms:dimethyl (1Z,3E)-4-(4-methoxyphenyl)-1-(trimethylsilyl)-1,3-butadienylphosphonate

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Chemical Property of dimethyl (1Z,3E)-4-(4-methoxyphenyl)-1-(trimethylsilyl)-1,3-butadienylphosphonate

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Technology Process of dimethyl (1Z,3E)-4-(4-methoxyphenyl)-1-(trimethylsilyl)-1,3-butadienylphosphonate

There total 2 articles about dimethyl (1Z,3E)-4-(4-methoxyphenyl)-1-(trimethylsilyl)-1,3-butadienylphosphonate 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: 57.0%

: 24680-50-0,71277-11-7,1963-36-6
4-methoxy-trans-cinnamaldehyde

: 114121-06-1
O,O-dimethyl bismethylphosphonate

: 1615248-92-4
dimethyl (1E,3E)-4-(4-methoxyphenyl)-1-(trimethylsilyl)-1,3-butadienylphosphonate

: 1615248-93-5
dimethyl (1Z,3E)-4-(4-methoxyphenyl)-1-(trimethylsilyl)-1,3-butadienylphosphonate

Guidance literature:: O,O-dimethyl bismethylphosphonate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -70 ℃; for 0.25h; Inert atmosphere;

4-methoxy-trans-cinnamaldehyde; In tetrahydrofuran; hexane; at -70 ℃; for 0.25h; Inert atmosphere;

With benzoic acid methyl ester; In tetrahydrofuran; hexane; at 20 ℃; for 12h; Reagent/catalyst; Inert atmosphere;
DOI:10.1080/10426507.2013.855765

Reference yield:

: 13433-42-6
dimethyl α-trimethylsilylmethylphosphonate

: 1615248-92-4
dimethyl (1E,3E)-4-(4-methoxyphenyl)-1-(trimethylsilyl)-1,3-butadienylphosphonate

: 1615248-93-5
dimethyl (1Z,3E)-4-(4-methoxyphenyl)-1-(trimethylsilyl)-1,3-butadienylphosphonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 0.25 h / -70 °C / Inert atmosphere

1.2: 13 h / -35 - 20 °C / Inert atmosphere

2.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 0.25 h / -70 °C / Inert atmosphere

2.2: 0.25 h / -70 °C / Inert atmosphere

2.3: 12 h / 20 °C / Inert atmosphere

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; 2.2: |Peterson Olefination;
DOI:10.1080/10426507.2013.855765