5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid ethyl ester

Base Information

Chemical Name:5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid ethyl ester
CAS No.:204848-97-5
Molecular Formula:C₂₄H₃₄O₆Si
Molecular Weight:446.616
Hs Code.:

Synonyms:5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid ethyl ester

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Chemical Property of 5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid ethyl ester

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Technology Process of 5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid ethyl ester

There total 6 articles about 5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid ethyl 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:

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 204848-96-4
5-((Z)-Hex-3-ene-1,5-diynyl)-5-hydroxy-3,6,6-trimethoxy-cyclohexa-1,3-dienecarboxylic acid ethyl ester

: 204848-97-5
5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid ethyl ester

Guidance literature:: With 2,6-dimethylpyridine; potassium carbonate; In dichloromethane; at -78 ℃; for 2h; Yield given;
DOI:10.1021/ja982125y

Reference yield:

: 204849-22-9
3-hydroxy-2,5-dimethoxybenzoic acid

: 204848-97-5
5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / SOCl₂

2: 87 percent / iodobenzene diacetate / 0.5 h / 0 °C

3: 1.) hexamethyldisilazane, n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, a) -78 deg C, 30 min, b) -45 deg C, 1.5 h

4: 23.0 g / tetra-n-butylammonium fluoride / tetrahydrofuran / 16 h / -78 °C

5: K₂CO₃, 2,6-lutidine / CH₂Cl₂ / 2 h / -78 °C

With 2,6-dimethylpyridine; n-butyllithium; thionyl chloride; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; potassium carbonate; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja982125y

Reference yield:

: 204848-93-1
3-Hydroxy-2,5-dimethoxy-benzoic acid ethyl ester

: 204848-97-5
5-((Z)-Hex-3-ene-1,5-diynyl)-3,6,6-trimethoxy-5-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / iodobenzene diacetate / 0.5 h / 0 °C

2: 1.) hexamethyldisilazane, n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, a) -78 deg C, 30 min, b) -45 deg C, 1.5 h

3: 23.0 g / tetra-n-butylammonium fluoride / tetrahydrofuran / 16 h / -78 °C

4: K₂CO₃, 2,6-lutidine / CH₂Cl₂ / 2 h / -78 °C

With 2,6-dimethylpyridine; n-butyllithium; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; potassium carbonate; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja982125y