13-(benzyldimethylsilyl)-12-(2-hydroxyethyl)-9,12-tridecadienoic acid methyl ester

Base Information

Chemical Name:13-(benzyldimethylsilyl)-12-(2-hydroxyethyl)-9,12-tridecadienoic acid methyl ester
CAS No.:556777-00-5
Molecular Formula:C₂₅H₄₀O₃Si
Molecular Weight:416.676
Hs Code.:

Synonyms:13-(benzyldimethylsilyl)-12-(2-hydroxyethyl)-9,12-tridecadienoic acid methyl ester

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Chemical Property of 13-(benzyldimethylsilyl)-12-(2-hydroxyethyl)-9,12-tridecadienoic acid methyl ester

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Technology Process of 13-(benzyldimethylsilyl)-12-(2-hydroxyethyl)-9,12-tridecadienoic acid methyl ester

There total 5 articles about 13-(benzyldimethylsilyl)-12-(2-hydroxyethyl)-9,12-tridecadienoic 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: 83.0%

: 556776-92-2
13-(benzyl-dimethyl-silanyl)-12-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-trideca-9,12-dienoic acid methyl ester

: 556777-00-5
13-(benzyldimethylsilyl)-12-(2-hydroxyethyl)-9,12-tridecadienoic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; water; acetic acid; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1021/ol034463w

Reference yield:

: 111-81-9
Methyl 10-undecenoate

: 556777-00-5
13-(benzyldimethylsilyl)-12-(2-hydroxyethyl)-9,12-tridecadienoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / [Cp*Ru(MeCN)3]PF₆ / acetone / 5 h / 20 °C

2: 83 percent / tetra-n-butylammonium fluoride; AcOH; water / dimethylformamide / 24 h / 20 °C

With tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate; tetrabutyl ammonium fluoride; water; acetic acid; In N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol034463w

Reference yield:

: 1833-31-4
benzyl(chloro)dimethylsilane

: 556777-00-5
13-(benzyldimethylsilyl)-12-(2-hydroxyethyl)-9,12-tridecadienoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - 0 °C

1.2: 77 percent / tetrahydrofuran; hexane / 5 h / -78 - 20 °C

2.1: 92 percent / imidazole / dimethylformamide / 0 - 20 °C

3.1: 60 percent / [Cp*Ru(MeCN)3]PF₆ / acetone / 5 h / 20 °C

4.1: 83 percent / tetra-n-butylammonium fluoride; AcOH; water / dimethylformamide / 24 h / 20 °C

With 1H-imidazole; n-butyllithium; tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate; tetrabutyl ammonium fluoride; water; acetic acid; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol034463w