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

Base Information

• Chemical Name: 1-(benzyldimethylsilyl)-4-(tert-butyldiphenylsilyloxy)-1-butyne
• CAS No.: 556776-88-6
• Molecular Formula: C₂₉H₃₆OSi₂
• Molecular Weight: 456.775
• Mol file: 556776-88-6.mol

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

Chemical Property of 1-(benzyldimethylsilyl)-4-(tert-butyldiphenylsilyloxy)-1-butyne

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(benzyldimethylsilyl)-4-(tert-butyldiphenylsilyloxy)-1-butyne

There total 2 articles about 1-(benzyldimethylsilyl)-4-(tert-butyldiphenylsilyloxy)-1-butyne 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: 92.0%

tert-butylchlorodiphenylsilane (58479-61-1) + 4-(benzyldimethyl-silyl)but-3-yn-1-ol (460752-66-3) → 1-(benzyldimethylsilyl)-4-(tert-butyldiphenylsilyloxy)-1-butyne (556776-88-6)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/ol034463w

Reference yield:

benzyl(chloro)dimethylsilane (1833-31-4) → 1-(benzyldimethylsilyl)-4-(tert-butyldiphenylsilyloxy)-1-butyne (556776-88-6)

Guidance literature:

Multi-step reaction with 2 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

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1021/ol034463w

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

upstream raw materials:

tert-butylchlorodiphenylsilane

4-(benzyldimethyl-silyl)but-3-yn-1-ol

benzyl(chloro)dimethylsilane

Downstream raw materials:

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

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