(E)-9-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-6-fluoro-3-oxo-non-6-enoic acid methyl ester

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Chemical Name:(E)-9-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-6-fluoro-3-oxo-non-6-enoic acid methyl ester
CAS No.:853061-32-2
Molecular Formula:C₃₆H₄₃FO₅Si
Molecular Weight:602.818
Hs Code.:

Synonyms:(E)-9-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-6-fluoro-3-oxo-non-6-enoic acid methyl ester

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Chemical Property of (E)-9-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-6-fluoro-3-oxo-non-6-enoic acid methyl ester

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Technology Process of (E)-9-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-6-fluoro-3-oxo-non-6-enoic acid methyl ester

There total 14 articles about (E)-9-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-6-fluoro-3-oxo-non-6-enoic acid methyl 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: 65.0%

: 853061-31-1
tert-Butyl-{(E)-3-[2-((E)-5-chloro-4-fluoro-pent-3-enyl)-4-methoxy-phenyl]-allyloxy}-diphenyl-silane

: 105-45-3
acetoacetic acid methyl ester

: 853061-32-2
(E)-9-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-6-fluoro-3-oxo-non-6-enoic acid methyl ester

Guidance literature:: acetoacetic acid methyl ester; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h;

tert-Butyl-{(E)-3-[2-((E)-5-chloro-4-fluoro-pent-3-enyl)-4-methoxy-phenyl]-allyloxy}-diphenyl-silane; With sodium iodide; In tetrahydrofuran; hexane; at 20 ℃;
DOI:10.1139/v05-259

Reference yield:

: 853061-12-8
2-(3-hydroxy-propyl)-4-methoxy-benzaldehyde

: 853061-32-2
(E)-9-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-6-fluoro-3-oxo-non-6-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 100 percent / imidazole / tetrahydrofuran / 0.75 h / 20 °C

2.1: 97 percent / sodium hydride / tetrahydrofuran / 0.33 h / 20 °C

3.1: 97 percent / diisobutylaluminium hydride / CH₂Cl₂ / 1 h / 0 °C

4.1: 93 percent / imidazole / tetrahydrofuran / 1.5 h / 20 °C

5.1: 98 percent / p-toluenesulfonate pyridinium salt / ethanol / 20 °C

6.1: 100 percent / DMSO; oxalyl chloride; triethylamine / CH₂Cl₂ / 3 h / 20 °C

7.1: 93 percent / n-butyl lithium / hexane; tetrahydrofuran / 0.75 h / -78 °C

8.1: 100 percent / lithium aluminium hydride / tetrahydrofuran / 0.33 h / 0 °C

9.1: 99 percent / triphenylphosphine; hexachloroacetone / tetrahydrofuran / 0.33 h / -40 °C

10.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

10.2: n-butyl lithium / tetrahydrofuran; hexane / 0.5 h / 0 °C

10.3: 65 percent / sodium iodide / hexane; tetrahydrofuran / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; 1,1,1,3,3,3-hexachloro-propan-2-one; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; hexane; dichloromethane; 2.1: Horner-Emmons reaction / 6.1: Swern oxidation / 7.1: Horner-Emmons reaction;
DOI:10.1139/v05-259

Reference yield:

: 853061-14-0
2-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-methoxy-benzaldehyde

: 853061-32-2
(E)-9-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-6-fluoro-3-oxo-non-6-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 97 percent / sodium hydride / tetrahydrofuran / 0.33 h / 20 °C

2.1: 97 percent / diisobutylaluminium hydride / CH₂Cl₂ / 1 h / 0 °C

3.1: 93 percent / imidazole / tetrahydrofuran / 1.5 h / 20 °C

4.1: 98 percent / p-toluenesulfonate pyridinium salt / ethanol / 20 °C

5.1: 100 percent / DMSO; oxalyl chloride; triethylamine / CH₂Cl₂ / 3 h / 20 °C

6.1: 93 percent / n-butyl lithium / hexane; tetrahydrofuran / 0.75 h / -78 °C

7.1: 100 percent / lithium aluminium hydride / tetrahydrofuran / 0.33 h / 0 °C

8.1: 99 percent / triphenylphosphine; hexachloroacetone / tetrahydrofuran / 0.33 h / -40 °C

9.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

9.2: n-butyl lithium / tetrahydrofuran; hexane / 0.5 h / 0 °C

9.3: 65 percent / sodium iodide / hexane; tetrahydrofuran / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; 1,1,1,3,3,3-hexachloro-propan-2-one; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; hexane; dichloromethane; 1.1: Horner-Emmons reaction / 5.1: Swern oxidation / 6.1: Horner-Emmons reaction;
DOI:10.1139/v05-259