3,4-Dihydroxy-2,3,5-trimethyl-6-oxo-cyclohexa-1,4-dienecarboxylic acid 2-trimethylsilanyl-ethyl ester

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Chemical Name:3,4-Dihydroxy-2,3,5-trimethyl-6-oxo-cyclohexa-1,4-dienecarboxylic acid 2-trimethylsilanyl-ethyl ester
CAS No.:153790-80-8
Molecular Formula:C₁₅H₂₄O₅Si
Molecular Weight:312.438
Hs Code.:

Synonyms:3,4-Dihydroxy-2,3,5-trimethyl-6-oxo-cyclohexa-1,4-dienecarboxylic acid 2-trimethylsilanyl-ethyl ester

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Chemical Property of 3,4-Dihydroxy-2,3,5-trimethyl-6-oxo-cyclohexa-1,4-dienecarboxylic acid 2-trimethylsilanyl-ethyl ester

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Technology Process of 3,4-Dihydroxy-2,3,5-trimethyl-6-oxo-cyclohexa-1,4-dienecarboxylic acid 2-trimethylsilanyl-ethyl ester

There total 5 articles about 3,4-Dihydroxy-2,3,5-trimethyl-6-oxo-cyclohexa-1,4-dienecarboxylic acid 2-trimethylsilanyl-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: 70.0%

: 153790-79-5
3-Acetoxy-4-(tert-butyl-diphenyl-silanyloxy)-2,3,5-trimethyl-6-oxo-cyclohexa-1,4-dienecarboxylic acid 2-trimethylsilanyl-ethyl ester

: 153790-80-8
3,4-Dihydroxy-2,3,5-trimethyl-6-oxo-cyclohexa-1,4-dienecarboxylic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: With lithium hydroxide; (1,4,7,10-tetraoxacyclododecane); In tetrahydrofuran; at 25 ℃; for 15h;

Reference yield:

: 153790-77-3
2,4-Dihydroxy-3,5,6-trimethyl-benzoic acid 2-trimethylsilanyl-ethyl ester

: 153790-80-8
3,4-Dihydroxy-2,3,5-trimethyl-6-oxo-cyclohexa-1,4-dienecarboxylic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / triethylamine; DMAP / CH₂Cl₂ / 96 h / 25 °C

2: 57 percent / AcOH / 5 h / 25 °C

3: 70 percent / LiOH*H₂O; 12-crown-4 / tetrahydrofuran / 15 h / 25 °C

With dmap; lithium hydroxide; (1,4,7,10-tetraoxacyclododecane); acetic acid; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja0112341

Reference yield:

: 148238-89-5
ethyl 3-formyl-4,6-dihydroxy-2,5-dimethylbenzoate

: 153790-80-8
3,4-Dihydroxy-2,3,5-trimethyl-6-oxo-cyclohexa-1,4-dienecarboxylic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 91 percent / Zn; HgCl₂; aq. HCl / ethanol / Heating

2.1: NaH / benzene / 25 °C

2.2: 63 percent / benzene / 4 h / 120 °C

3.1: 91 percent / triethylamine; DMAP / CH₂Cl₂ / 96 h / 25 °C

4.1: 57 percent / AcOH / 5 h / 25 °C

5.1: 70 percent / LiOH*H₂O; 12-crown-4 / tetrahydrofuran / 15 h / 25 °C

With hydrogenchloride; dmap; lithium hydroxide; (1,4,7,10-tetraoxacyclododecane); sodium hydride; acetic acid; triethylamine; mercury dichloride; zinc; In tetrahydrofuran; ethanol; dichloromethane; benzene; 1.1: Clemensen reduction;
DOI:10.1021/ja0112341