4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-[1,3]dioxan-5-yl)-vinyl]-1,3-dimethyl-cyclohexa-2,4-dienecarboxylic acid methyl ester

Base Information

Chemical Name:4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-[1,3]dioxan-5-yl)-vinyl]-1,3-dimethyl-cyclohexa-2,4-dienecarboxylic acid methyl ester
CAS No.:364330-78-9
Molecular Formula:C₂₄H₄₀O₅Si
Molecular Weight:436.664
Hs Code.:

4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-[1,3]dioxan-5-yl)-vinyl]-1,3-dimethyl-cyclohexa-2,4-dienecarboxylic acid methyl ester

Synonyms:4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-[1,3]dioxan-5-yl)-vinyl]-1,3-dimethyl-cyclohexa-2,4-dienecarboxylic acid methyl ester

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Chemical Property of 4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-[1,3]dioxan-5-yl)-vinyl]-1,3-dimethyl-cyclohexa-2,4-dienecarboxylic acid methyl ester

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Technology Process of 4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-[1,3]dioxan-5-yl)-vinyl]-1,3-dimethyl-cyclohexa-2,4-dienecarboxylic acid methyl ester

There total 7 articles about 4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-[1,3]dioxan-5-yl)-vinyl]-1,3-dimethyl-cyclohexa-2,4-dienecarboxylic 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: 70.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 355423-31-3
2-[(E)-2-(2,2-Dimethyl-[1,3]dioxan-5-yl)-vinyl]-1,3-dimethyl-4-oxo-cyclohex-2-enecarboxylic acid methyl ester

: 364330-78-9
4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-[1,3]dioxan-5-yl)-vinyl]-1,3-dimethyl-cyclohexa-2,4-dienecarboxylic acid methyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/S0957-4166(03)00082-X

Reference yield:

: 2-(2,2-dimethyl-[1,3]dioxan-5-ylmethanesulfonyl)-benzothiazole

: 364330-78-9
4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-[1,3]dioxan-5-yl)-vinyl]-1,3-dimethyl-cyclohexa-2,4-dienecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropylamide / tetrahydrofuran / -80 - -15 °C

1.2: 78 percent / diethyl ether

2.1: 70 percent / triethylamine / CH₂Cl₂ / 1 h / 20 °C

With triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0957-4166(03)00082-X

Reference yield:

: 102573-84-2
2,2-dimethyl-[1,3]dioxane-5-carbaldehyde

: 364330-78-9
4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(2,2-dimethyl-[1,3]dioxan-5-yl)-vinyl]-1,3-dimethyl-cyclohexa-2,4-dienecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 79 percent / benzene / Heating

2: 64 percent / lithium diisopropylamide / tetrahydrofuran / -78 °C

3: 74 percent / piridinium dichlorochromate / CH₂Cl₂ / 24 h

4: 89 percent / sodium hydroxide / H₂O; ethanol / 4 h / 20 °C

5: 9 percent / potassium hydroxide / H₂O / 7 h / Heating

6: 70 percent / triethylamine / CH₂Cl₂ / 1 h / 20 °C

With potassium hydroxide; sodium hydroxide; piridinium dichlorochromate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; water; benzene; 1: Wittig reaction;
DOI:10.1016/S0957-4166(03)00082-X