(6E,8Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-11-iodo-undeca-6,8-dienoic acid methyl ester

Base Information

Chemical Name:(6E,8Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-11-iodo-undeca-6,8-dienoic acid methyl ester
CAS No.:298691-17-5
Molecular Formula:C₂₈H₃₇IO₃Si
Molecular Weight:576.59
Hs Code.:

Synonyms:(6E,8Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-11-iodo-undeca-6,8-dienoic acid methyl ester

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Chemical Property of (6E,8Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-11-iodo-undeca-6,8-dienoic acid methyl ester

Chemical Property:

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Technology Process of (6E,8Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-11-iodo-undeca-6,8-dienoic acid methyl ester

There total 10 articles about (6E,8Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-11-iodo-undeca-6,8-dienoic 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: 99.0%

: 298691-07-3
(6E,8Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-11-(toluene-4-sulfonyloxy)-undeca-6,8-dienoic acid methyl ester

: 298691-17-5
(6E,8Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-11-iodo-undeca-6,8-dienoic acid methyl ester

Guidance literature:: With sodium iodide; In acetone; at 65 ℃; for 99h;
DOI:10.1016/S0040-4039(00)00971-0

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 298691-17-5
(6E,8Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-11-iodo-undeca-6,8-dienoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 97 percent / imidazole / CH₂Cl₂ / 0 - 20 °C

2: 100 percent / H₅IO₆ / diethyl ether; tetrahydrofuran / 0.25 h / 0 °C

3: 85 percent / benzene / 4 h / Heating

4: 100 percent / H₂ / Pd/C

5: 92 percent / H₅IO₆ / diethyl ether; tetrahydrofuran / 18 h / 20 °C

6: 78 percent / benzene / Heating

7: 90 percent / LHDMS / -78 - 20 °C

8: 48 percent / 1N HCl / tetrahydrofuran; H₂O / 40 h / 20 °C

9: 82 percent / pyridine / 0 - 20 °C

10: 99 percent / NaI / acetone / 99 h / 65 °C

With pyridine; 1H-imidazole; hydrogenchloride; hydrogen; periodic acid; sodium iodide; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone; benzene; 1: silylation / 2: Oxidation / 3: Condensation / 4: Catalytic hydrogenation / 5: Oxidation / 6: Condensation / 7: Condensation / 8: ether cleavage / 9: Esterification / 10: Substitution;
DOI:10.1016/S0040-4039(00)00971-0

Reference yield:

: 3-(tert-butyl-diphenyl-silanyloxy)-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionaldehyde

: 298691-17-5
(6E,8Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-11-iodo-undeca-6,8-dienoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 85 percent / benzene / 4 h / Heating

2: 100 percent / H₂ / Pd/C

3: 92 percent / H₅IO₆ / diethyl ether; tetrahydrofuran / 18 h / 20 °C

4: 78 percent / benzene / Heating

5: 90 percent / LHDMS / -78 - 20 °C

6: 48 percent / 1N HCl / tetrahydrofuran; H₂O / 40 h / 20 °C

7: 82 percent / pyridine / 0 - 20 °C

8: 99 percent / NaI / acetone / 99 h / 65 °C

With pyridine; hydrogenchloride; hydrogen; periodic acid; sodium iodide; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; water; acetone; benzene; 1: Condensation / 2: Catalytic hydrogenation / 3: Oxidation / 4: Condensation / 5: Condensation / 6: ether cleavage / 7: Esterification / 8: Substitution;
DOI:10.1016/S0040-4039(00)00971-0