(1Z,3Z)-5-(Methoxymethoxy)-7-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-(dimethylphenylsilyl)-2-<3,4-(methylenedioxy)phenyl>-1,3-heptadiene

Base Information

Chemical Name:(1Z,3Z)-5-(Methoxymethoxy)-7-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-(dimethylphenylsilyl)-2-<3,4-(methylenedioxy)phenyl>-1,3-heptadiene
CAS No.:158074-75-0
Molecular Formula:C₃₀H₄₄O₅Si₂
Molecular Weight:540.847
Hs Code.:

Synonyms:(1Z,3Z)-5-(Methoxymethoxy)-7-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-(dimethylphenylsilyl)-2-<3,4-(methylenedioxy)phenyl>-1,3-heptadiene

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Chemical Property of (1Z,3Z)-5-(Methoxymethoxy)-7-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-(dimethylphenylsilyl)-2-<3,4-(methylenedioxy)phenyl>-1,3-heptadiene

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Technology Process of (1Z,3Z)-5-(Methoxymethoxy)-7-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-(dimethylphenylsilyl)-2-<3,4-(methylenedioxy)phenyl>-1,3-heptadiene

There total 9 articles about (1Z,3Z)-5-(Methoxymethoxy)-7-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-(dimethylphenylsilyl)-2-<3,4-(methylenedioxy)phenyl>-1,3-heptadiene 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:

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

: 158074-75-0
(1Z,3Z)-5-(Methoxymethoxy)-7-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-(dimethylphenylsilyl)-2-<3,4-(methylenedioxy)phenyl>-1,3-heptadiene

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / n-BuLi, I₂ / tetrahydrofuran; hexane / 1.) -90 to -50 deg C, 15 min, 2.) -78 deg C to r.t.

2: 100 percent / CuI, Et₃N / (Ph₃As)2PdCl₂ / 1.5 h / Ambient temperature

3: 92 percent / K₂CO₃ / methanol / 2 h / Ambient temperature

With copper(l) iodide; n-butyllithium; iodine; potassium carbonate; triethylamine; PdCl₂(AsPh₃)2; In tetrahydrofuran; methanol; hexane;
DOI:10.1021/jo00098a026

Reference yield:

: 5876-51-7
5-iodo-1,3-benzodioxole

: 158074-75-0
(1Z,3Z)-5-(Methoxymethoxy)-7-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-(dimethylphenylsilyl)-2-<3,4-(methylenedioxy)phenyl>-1,3-heptadiene

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / CuI, Et₃N / (Ph₃As)2PdCl₂ / 1.5 h / Ambient temperature

2: 92 percent / K₂CO₃ / methanol / 2 h / Ambient temperature

With copper(l) iodide; potassium carbonate; triethylamine; PdCl₂(AsPh₃)2; In methanol;
DOI:10.1021/jo00098a026

Reference yield:

: 89922-82-7
3-(tert-butyldimethylsilanyloxy)propionaldehyde

: 158074-75-0
(1Z,3Z)-5-(Methoxymethoxy)-7-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-(dimethylphenylsilyl)-2-<3,4-(methylenedioxy)phenyl>-1,3-heptadiene

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / TMEDA, n-BuLi / hexane; tetrahydrofuran / 0.67 h / -78 °C

2: 87 percent / diisopropylethylamine / CH₂Cl₂ / 18 h / 40 °C

3: 95 percent / n-BuLi, I₂ / 1.) Et₂O, hexane, -78 deg C, 15 min, 2.) THF, -78 deg C to r.t.

4: 95 percent / glacial acetic acid, dipotassium azodicarboxylate / methanol / 20 h / Ambient temperature

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; iodine; potassium diazodicarboxylate; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/jo00098a026