11-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-undeca-6,8-dienoic acid methyl ester

Base Information

Chemical Name:11-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-undeca-6,8-dienoic acid methyl ester
CAS No.:303039-07-8
Molecular Formula:C₃₄H₅₂O₄Si₂
Molecular Weight:580.955
Hs Code.:

11-(<i>tert</i>-butyl-dimethyl-silanyloxy)-5-(<i>tert</i>-butyl-diphenyl-silanyloxy)-undeca-6,8-dienoic acid methyl ester

Synonyms:11-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-undeca-6,8-dienoic acid methyl ester

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Chemical Property of 11-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-undeca-6,8-dienoic acid methyl ester

Chemical Property:

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Technology Process of 11-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-undeca-6,8-dienoic acid methyl ester

There total 1 articles about 11-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-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:

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

: 303039-07-8
11-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-undeca-6,8-dienoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / benzene / 4 h / Heating

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

With lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; benzene; 1: Wittig olefination / 2: Wittig olefination;
DOI:10.1016/S0040-4039(00)01064-9

Reference yield: 86.0%

: 303039-07-8
11-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-undeca-6,8-dienoic acid methyl ester

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

Guidance literature:: With pyridinium p-toluenesulfonate; In ethanol; at 20 ℃; for 3.5h;
DOI:10.1016/S0040-4039(00)01064-9

Reference yield:

: 303039-07-8
11-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-undeca-6,8-dienoic acid methyl ester

: 298691-10-8
(6E,8Z,11Z)-(S)-20-Azido-5-(tert-butyl-diphenyl-silanyloxy)-icosa-6,8,11-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / PPTS / ethanol / 3.5 h / 20 °C

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

3: 75 percent / LiHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 20 °C

4: 78 percent / PPTS / ethanol / 3.5 h / 20 °C

5: 88 percent / PPh₃; I₂; imidazole / CH₂Cl₂ / 0 - 20 °C

6: 89 percent / NaN₃ / acetone / 16 h / 65 °C

With 1H-imidazole; sodium azide; iodine; pyridinium p-toluenesulfonate; Dess-Martin periodane; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; acetone; 1: Hydrolysis / 2: Oxidation / 3: Wittig olefination / 4: Hydrolysis / 5: Substitution / 6: Substitution;
DOI:10.1016/S0040-4039(00)01064-9