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

Base Information

Chemical Name:(6E,8Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-11-oxo-undeca-6,8-dienoic acid methyl ester
CAS No.:303039-08-9
Molecular Formula:C₂₈H₃₆O₄Si
Molecular Weight:464.677
Hs Code.:

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

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

There total 4 articles about (6E,8Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-11-oxo-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: 82.0%

: 298691-16-4
(6E,8Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-11-hydroxy-undeca-6,8-dienoic acid methyl ester

: 303039-08-9
(6E,8Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-11-oxo-undeca-6,8-dienoic acid methyl ester

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/S0040-4039(00)01064-9

Reference yield:

: 298691-03-9
methyl 5(S)-(tert-butyldiphenylsilyl)oxy-6-oxo-hexanoate

: 303039-08-9
(6E,8Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-11-oxo-undeca-6,8-dienoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / benzene / 4 h / Heating

2: 97 percent / LiHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 20 °C

3: 86 percent / PPTS / ethanol / 3.5 h / 20 °C

4: 82 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

With pyridinium p-toluenesulfonate; Dess-Martin periodane; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; benzene; 1: Wittig olefination / 2: Wittig olefination / 3: Hydrolysis / 4: Oxidation;
DOI:10.1016/S0040-4039(00)01064-9

Reference yield:

: 298691-05-1
(E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-8-oxo-oct-6-enoic acid methyl ester

: 303039-08-9
(6E,8Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-11-oxo-undeca-6,8-dienoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / LiHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 20 °C

2: 86 percent / PPTS / ethanol / 3.5 h / 20 °C

3: 82 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

With pyridinium p-toluenesulfonate; Dess-Martin periodane; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; 1: Wittig olefination / 2: Hydrolysis / 3: Oxidation;
DOI:10.1016/S0040-4039(00)01064-9