methyl 8-(tert-butyldimethylsilanyloxy)-8-(2-pentyloxyphenyl)-oct-5-ynoate

Base Information

Chemical Name:methyl 8-(tert-butyldimethylsilanyloxy)-8-(2-pentyloxyphenyl)-oct-5-ynoate
CAS No.:898909-69-8
Molecular Formula:C₂₆H₄₂O₄Si
Molecular Weight:446.703
Hs Code.:

Synonyms:methyl 8-(tert-butyldimethylsilanyloxy)-8-(2-pentyloxyphenyl)-oct-5-ynoate

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Chemical Property of methyl 8-(tert-butyldimethylsilanyloxy)-8-(2-pentyloxyphenyl)-oct-5-ynoate

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Technology Process of methyl 8-(tert-butyldimethylsilanyloxy)-8-(2-pentyloxyphenyl)-oct-5-ynoate

There total 5 articles about methyl 8-(tert-butyldimethylsilanyloxy)-8-(2-pentyloxyphenyl)-oct-5-ynoate 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: 68.0%

: 868526-37-8
tert-butyldimethyl[1-(2-pentyloxyphenyl)-but-3-ynyloxy]silane

: 55444-67-2
trimethyl ortho-4-bromobutanoate

: 898909-69-8
methyl 8-(tert-butyldimethylsilanyloxy)-8-(2-pentyloxyphenyl)-oct-5-ynoate

Guidance literature:: tert-butyldimethyl[1-(2-pentyloxyphenyl)-but-3-ynyloxy]silane; With n-butyllithium; In tetrahydrofuran; at -80 ℃; for 0.333333h;

trimethyl ortho-4-bromobutanoate; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; at 0 ℃;
DOI:10.1002/ejoc.200500918

Reference yield:

: 868526-35-6
1-(2-pentyloxyphenyl)-but-3-yn-1-ol

: 898909-69-8
methyl 8-(tert-butyldimethylsilanyloxy)-8-(2-pentyloxyphenyl)-oct-5-ynoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 86 percent / imidazole / dimethylformamide / 24 h / 20 °C

2.1: n-BuLi / tetrahydrofuran / 0.33 h / -80 °C

2.2: 68 percent / HMPA / tetrahydrofuran / 0 °C

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200500918

Reference yield:

: 628-17-1
amyl iodide

: 898909-69-8
methyl 8-(tert-butyldimethylsilanyloxy)-8-(2-pentyloxyphenyl)-oct-5-ynoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 78 percent / KOH / dimethylsulfoxide / 16 h / 80 °C

2.1: Mg; mercury(II) chloride / diethyl ether / 0.5 h / Heating

2.2: 78 percent / diethyl ether / 0.33 h / -80 °C

3.1: 86 percent / imidazole / dimethylformamide / 24 h / 20 °C

4.1: n-BuLi / tetrahydrofuran / 0.33 h / -80 °C

4.2: 68 percent / HMPA / tetrahydrofuran / 0 °C

With 1H-imidazole; potassium hydroxide; n-butyllithium; magnesium; mercury dichloride; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide; 2.2: Grignard addition;
DOI:10.1002/ejoc.200500918