(E)-5-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-2-fluoro-pent-2-enoic acid ethyl ester

Base Information

Chemical Name:(E)-5-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-2-fluoro-pent-2-enoic acid ethyl ester
CAS No.:853061-29-7
Molecular Formula:C₃₃H₃₉FO₄Si
Molecular Weight:546.754
Hs Code.:

Synonyms:(E)-5-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-2-fluoro-pent-2-enoic acid ethyl ester

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Chemical Property of (E)-5-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-2-fluoro-pent-2-enoic acid ethyl ester

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Technology Process of (E)-5-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-2-fluoro-pent-2-enoic acid ethyl ester

There total 11 articles about (E)-5-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-2-fluoro-pent-2-enoic acid ethyl 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: 93.0%

: 853061-28-6
3-{2-[3-(tert-butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-propionaldehyde

: 2356-16-3
ethyl(diethylphosphono)(fluoro)acetate

: 853061-29-7
(E)-5-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-2-fluoro-pent-2-enoic acid ethyl ester

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h;
DOI:10.1139/v05-259

Reference yield:

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

: 853061-29-7
(E)-5-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-2-fluoro-pent-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / imidazole / tetrahydrofuran / 0.75 h / 20 °C

2: 97 percent / sodium hydride / tetrahydrofuran / 0.33 h / 20 °C

3: 97 percent / diisobutylaluminium hydride / CH₂Cl₂ / 1 h / 0 °C

4: 93 percent / imidazole / tetrahydrofuran / 1.5 h / 20 °C

5: 98 percent / p-toluenesulfonate pyridinium salt / ethanol / 20 °C

6: 100 percent / DMSO; oxalyl chloride; triethylamine / CH₂Cl₂ / 3 h / 20 °C

7: 93 percent / n-butyl lithium / hexane; tetrahydrofuran / 0.75 h / -78 °C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane; 2: Horner-Emmons reaction / 6: Swern oxidation / 7: Horner-Emmons reaction;
DOI:10.1139/v05-259

Reference yield:

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

: 853061-29-7
(E)-5-{2-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-5-methoxy-phenyl}-2-fluoro-pent-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / sodium hydride / tetrahydrofuran / 0.33 h / 20 °C

2: 97 percent / diisobutylaluminium hydride / CH₂Cl₂ / 1 h / 0 °C

3: 93 percent / imidazole / tetrahydrofuran / 1.5 h / 20 °C

4: 98 percent / p-toluenesulfonate pyridinium salt / ethanol / 20 °C

5: 100 percent / DMSO; oxalyl chloride; triethylamine / CH₂Cl₂ / 3 h / 20 °C

6: 93 percent / n-butyl lithium / hexane; tetrahydrofuran / 0.75 h / -78 °C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane; 1: Horner-Emmons reaction / 5: Swern oxidation / 6: Horner-Emmons reaction;
DOI:10.1139/v05-259