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

Base Information

• Chemical Name: 13-(benzyl-dimethyl-silanyl)-12-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-trideca-9,12-dienoic acid methyl ester
• CAS No.: 556776-92-2
• Molecular Formula: C₄₁H₅₈O₃Si₂
• Molecular Weight: 655.081
• Mol file: 556776-92-2.mol

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

Chemical Property of 13-(benzyl-dimethyl-silanyl)-12-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-trideca-9,12-dienoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 13-(benzyl-dimethyl-silanyl)-12-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-trideca-9,12-dienoic acid methyl ester

There total 4 articles about 13-(benzyl-dimethyl-silanyl)-12-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-trideca-9,12-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: 60.0%

Methyl 10-undecenoate (111-81-9) + 1-(benzyldimethylsilyl)-4-(tert-butyldiphenylsilyloxy)-1-butyne (556776-88-6) → 13-(benzyl-dimethyl-silanyl)-12-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-trideca-9,12-dienoic acid methyl ester (556776-92-2)

Guidance literature:

With tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate; In acetone; at 20 ℃; for 5h;

DOI:10.1021/ol034463w

Reference yield:

benzyl(chloro)dimethylsilane (1833-31-4) → 13-(benzyl-dimethyl-silanyl)-12-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-trideca-9,12-dienoic acid methyl ester (556776-92-2)

Guidance literature:

Multi-step reaction with 3 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

With 1H-imidazole; n-butyllithium; tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; acetone;

DOI:10.1021/ol034463w

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → 13-(benzyl-dimethyl-silanyl)-12-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-trideca-9,12-dienoic acid methyl ester (556776-92-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / imidazole / dimethylformamide / 0 - 20 °C

2: 60 percent / [Cp*Ru(MeCN)3]PF₆ / acetone / 5 h / 20 °C

With 1H-imidazole; tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate; In N,N-dimethyl-formamide; acetone;

DOI:10.1021/ol034463w

upstream raw materials:

Methyl 10-undecenoate

1-(benzyldimethylsilyl)-4-(tert-butyldiphenylsilyloxy)-1-butyne

benzyl(chloro)dimethylsilane

tert-butylchlorodiphenylsilane

Downstream raw materials:

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