2,4-Pentadienoic acid, 5-phenyl-2-[(phenylmethoxy)methyl]-, (1S,2S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,2-diphenylethyl ester, (2E,4E)-

Base Information

Chemical Name:2,4-Pentadienoic acid, 5-phenyl-2-[(phenylmethoxy)methyl]-, (1S,2S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,2-diphenylethyl ester, (2E,4E)-
CAS No.:537658-26-7
Molecular Formula:C39H44O4Si
Molecular Weight:604.861
Hs Code.:

2,4-Pentadienoic acid, 5-phenyl-2-[(phenylmethoxy)methyl]-,
(1S,2S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,2-diphenylethyl ester,
(2E,4E)-

Synonyms:

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Chemical Property of 2,4-Pentadienoic acid, 5-phenyl-2-[(phenylmethoxy)methyl]-, (1S,2S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,2-diphenylethyl ester, (2E,4E)-

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Technology Process of 2,4-Pentadienoic acid, 5-phenyl-2-[(phenylmethoxy)methyl]-, (1S,2S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,2-diphenylethyl ester, (2E,4E)-

There total 4 articles about 2,4-Pentadienoic acid, 5-phenyl-2-[(phenylmethoxy)methyl]-, (1S,2S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,2-diphenylethyl ester, (2E,4E)- 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: 75.0%

: (1S,2S)-1,2-diphenyl-2-(tert-butyldiphenylsiloxy)ethanol

: 537658-21-2
(2E,4E)-2-Benzyloxymethyl-5-phenyl-penta-2,4-dienoic acid methyl ester

: 537658-26-7
(2E,4E)-2-Benzyloxymethyl-5-phenyl-penta-2,4-dienoic acid (1S,2S)-2-(tert-butyl-dimethyl-silanyloxy)-1,2-diphenyl-ethyl ester

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃;
DOI:10.1021/ol034218c

Reference yield:

: 100-39-0
benzyl bromide

: 537658-26-7
(2E,4E)-2-Benzyloxymethyl-5-phenyl-penta-2,4-dienoic acid (1S,2S)-2-(tert-butyl-dimethyl-silanyloxy)-1,2-diphenyl-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / NaH; Bu₄NI / dimethylformamide / 1 h / 0 - 20 °C

2: 75 percent / n-BuLi / tetrahydrofuran; hexane / 0 - 20 °C

With n-butyllithium; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1021/ol034218c

Reference yield:

: 124957-46-6
(2E,4E)-methyl 2-acetoxymethyl-5-phenyl-penta-2,4-dienoate

: 537658-26-7
(2E,4E)-2-Benzyloxymethyl-5-phenyl-penta-2,4-dienoic acid (1S,2S)-2-(tert-butyl-dimethyl-silanyloxy)-1,2-diphenyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / K₂CO₃ / methanol / 4 h / 20 °C

2: 78 percent / NaH; Bu₄NI / dimethylformamide / 1 h / 0 - 20 °C

3: 75 percent / n-BuLi / tetrahydrofuran; hexane / 0 - 20 °C

With n-butyllithium; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide;
DOI:10.1021/ol034218c