4-[1-(tert-butyl-diphenyl-silanyloxymethyl)-cyclohexa-2,5-dienyl]-2-diazo-3-oxo-butyric acid ethyl ester

Base Information

Chemical Name:4-[1-(tert-butyl-diphenyl-silanyloxymethyl)-cyclohexa-2,5-dienyl]-2-diazo-3-oxo-butyric acid ethyl ester
CAS No.:912364-74-0
Molecular Formula:C₂₉H₃₄N₂O₄Si
Molecular Weight:502.685
Hs Code.:

4-[1-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-cyclohexa-2,5-dienyl]-2-diazo-3-oxo-butyric acid ethyl ester

Synonyms:4-[1-(tert-butyl-diphenyl-silanyloxymethyl)-cyclohexa-2,5-dienyl]-2-diazo-3-oxo-butyric acid ethyl ester

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Chemical Property of 4-[1-(tert-butyl-diphenyl-silanyloxymethyl)-cyclohexa-2,5-dienyl]-2-diazo-3-oxo-butyric acid ethyl ester

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Technology Process of 4-[1-(tert-butyl-diphenyl-silanyloxymethyl)-cyclohexa-2,5-dienyl]-2-diazo-3-oxo-butyric acid ethyl ester

There total 7 articles about 4-[1-(tert-butyl-diphenyl-silanyloxymethyl)-cyclohexa-2,5-dienyl]-2-diazo-3-oxo-butyric 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:

: 4-[1-(tert-butyl-diphenyl-silanyloxymethyl)-cyclohexa-2,5-dienyl]-3-oxo-butyric acid ethyl ester

: 912364-74-0
4-[1-(tert-butyl-diphenyl-silanyloxymethyl)-cyclohexa-2,5-dienyl]-2-diazo-3-oxo-butyric acid ethyl ester

Guidance literature:: With 4-toluenesulfonyl azide; TEA; In acetonitrile; at 20 ℃; for 12h;
DOI:10.1016/j.tetlet.2006.07.010

Reference yield:

: 868979-51-5
(1-tert-butyldiphenylsilyloxymethyl-2,5-cyclohexadienyl)acetaldehyde

: 912364-74-0
4-[1-(tert-butyl-diphenyl-silanyloxymethyl)-cyclohexa-2,5-dienyl]-2-diazo-3-oxo-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: LDA / tetrahydrofuran / 0.33 h / -78 °C

2: Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

3: TsN₃; TEA / acetonitrile / 12 h / 20 °C

With 4-toluenesulfonyl azide; TEA; Dess-Martin periodane; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; acetonitrile; 2: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2006.07.010

Reference yield:

: 912364-76-2
1-(tert-butyl-diphenyl-silanyloxymethyl)-cyclohexa-2,5-dienecarbaldehyde

: 912364-74-0
4-[1-(tert-butyl-diphenyl-silanyloxymethyl)-cyclohexa-2,5-dienyl]-2-diazo-3-oxo-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaHMDS / tetrahydrofuran / 0 - 20 °C

1.2: 93 percent / aq. HCl / tetrahydrofuran / 22 h / 20 °C

2.1: LDA / tetrahydrofuran / 0.33 h / -78 °C

3.1: Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

4.1: TsN₃; TEA / acetonitrile / 12 h / 20 °C

With 4-toluenesulfonyl azide; TEA; sodium hexamethyldisilazane; Dess-Martin periodane; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; acetonitrile; 3.1: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2006.07.010