Benzoic acid (4E,6E)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-6-methyl-octa-4,6-dienyl ester

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Chemical Name:Benzoic acid (4E,6E)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-6-methyl-octa-4,6-dienyl ester
CAS No.:879900-70-6
Molecular Formula:C₂₆H₃₈O₅Si
Molecular Weight:458.67
Hs Code.:

Synonyms:Benzoic acid (4E,6E)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-6-methyl-octa-4,6-dienyl ester

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Chemical Property of Benzoic acid (4E,6E)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-6-methyl-octa-4,6-dienyl ester

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Technology Process of Benzoic acid (4E,6E)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-6-methyl-octa-4,6-dienyl ester

There total 3 articles about Benzoic acid (4E,6E)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-6-methyl-octa-4,6-dienyl ester 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:

: 879900-65-9
Acetic acid (2E,4E)-6-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hexa-2,4-dienyl ester

: 879900-70-6
Benzoic acid (4E,6E)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-6-methyl-octa-4,6-dienyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH; PPh₃ / Pd₂(dba)3 / Heating

1.2: Mg / methanol / 20 °C

1.3: DIBAL-H / tetrahydrofuran / -78 °C

2.1: 91 percent / NaHCO₃; NiCl₂; CrCl₂ / tetrahydrofuran / 20 °C

3.1: 97 percent / DMAP / CH₂Cl₂ / 20 °C

With chromium dichloride; dmap; sodium hydride; sodium hydrogencarbonate; triphenylphosphine; nickel dichloride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; dichloromethane; 2.1: Kishi-Nozaki coupling reaction;
DOI:10.1016/j.tetlet.2005.12.118

Reference yield:

: 156336-31-1
4-methyl-6-<(tert-butyldimethylsilyl)oxy>-2,4-hexadienal

: 879900-70-6
Benzoic acid (4E,6E)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-6-methyl-octa-4,6-dienyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaBH₄; CeCl₃*7H₂O / methanol / 20 °C

1.2: pyridine; DMAP / CH₂Cl₂ / 20 °C

2.1: NaH; PPh₃ / Pd₂(dba)3 / Heating

2.2: Mg / methanol / 20 °C

2.3: DIBAL-H / tetrahydrofuran / -78 °C

3.1: 91 percent / NaHCO₃; NiCl₂; CrCl₂ / tetrahydrofuran / 20 °C

4.1: 97 percent / DMAP / CH₂Cl₂ / 20 °C

With chromium dichloride; dmap; sodium tetrahydroborate; cerium(III) chloride; sodium hydride; sodium hydrogencarbonate; triphenylphosphine; nickel dichloride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; 1.1: Lusche reduction / 3.1: Kishi-Nozaki coupling reaction;
DOI:10.1016/j.tetlet.2005.12.118

Reference yield:

: 879900-68-2
(4E,6E)-8-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-octa-4,6-dienal

: 879900-70-6
Benzoic acid (4E,6E)-8-(tert-butyl-dimethyl-silanyloxy)-1-((E)-2-methoxycarbonyl-vinyl)-6-methyl-octa-4,6-dienyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / NaHCO₃; NiCl₂; CrCl₂ / tetrahydrofuran / 20 °C

2: 97 percent / DMAP / CH₂Cl₂ / 20 °C

With chromium dichloride; dmap; sodium hydrogencarbonate; nickel dichloride; In tetrahydrofuran; dichloromethane; 1: Kishi-Nozaki coupling reaction;
DOI:10.1016/j.tetlet.2005.12.118