(10E,12E)-9-(tert-Butyl-diphenyl-silanyloxy)-6-diazo-7-oxo-octadeca-10,12-dienoic acid ethyl ester

Base Information

Chemical Name:(10E,12E)-9-(tert-Butyl-diphenyl-silanyloxy)-6-diazo-7-oxo-octadeca-10,12-dienoic acid ethyl ester
CAS No.:251362-17-1
Molecular Formula:C₃₆H₅₀N₂O₄Si
Molecular Weight:602.889
Hs Code.:

Synonyms:(10E,12E)-9-(tert-Butyl-diphenyl-silanyloxy)-6-diazo-7-oxo-octadeca-10,12-dienoic acid ethyl ester

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Chemical Property of (10E,12E)-9-(tert-Butyl-diphenyl-silanyloxy)-6-diazo-7-oxo-octadeca-10,12-dienoic acid ethyl ester

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Technology Process of (10E,12E)-9-(tert-Butyl-diphenyl-silanyloxy)-6-diazo-7-oxo-octadeca-10,12-dienoic acid ethyl ester

There total 5 articles about (10E,12E)-9-(tert-Butyl-diphenyl-silanyloxy)-6-diazo-7-oxo-octadeca-10,12-dienoic 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: 95.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 251362-21-7
(10E,12E)-6-Diazo-9-hydroxy-7-oxo-octadeca-10,12-dienoic acid ethyl ester

: 251362-17-1
(10E,12E)-9-(tert-Butyl-diphenyl-silanyloxy)-6-diazo-7-oxo-octadeca-10,12-dienoic acid ethyl ester

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1021/jo9910738

Reference yield:

: 14660-52-7
ethyl 5-bromovalerate

: 251362-17-1
(10E,12E)-9-(tert-Butyl-diphenyl-silanyloxy)-6-diazo-7-oxo-octadeca-10,12-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate; n-Bu₄NBr / toluene / 3 h / 100 °C

1.2: 68 percent / toluene / 48 h / 60 °C

2.1: 61 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene; p-nitrobenzenesulfonyl azide / CH₂Cl₂ / 1 h / 0 °C

3.1: KHMDS / toluene / 0.08 h / -78 °C

3.2: toluene / 0.25 h

3.3: 16 percent / NH₄Cl; NaCl; water / toluene; ethyl acetate

4.1: 95 percent / imidazole; 4-(dimethylamino)pyridine / CH₂Cl₂ / 15 h / 20 °C

With 1H-imidazole; dmap; p-nitrobenzenesulfonyl azide; tetrabutylammomium bromide; potassium hexamethylsilazane; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; toluene; 1.1: Metallation / 1.2: Alkylation / 2.1: Substitution / 3.1: Metallation / 3.2: Condensation / 3.3: Hydrolysis / 4.1: Etherification;
DOI:10.1021/jo9910738

Reference yield:

: 251362-19-3
ethyl 6-benzoyl-7-oxooctanoate

: 251362-17-1
(10E,12E)-9-(tert-Butyl-diphenyl-silanyloxy)-6-diazo-7-oxo-octadeca-10,12-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 61 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene; p-nitrobenzenesulfonyl azide / CH₂Cl₂ / 1 h / 0 °C

2.1: KHMDS / toluene / 0.08 h / -78 °C

2.2: toluene / 0.25 h

2.3: 16 percent / NH₄Cl; NaCl; water / toluene; ethyl acetate

3.1: 95 percent / imidazole; 4-(dimethylamino)pyridine / CH₂Cl₂ / 15 h / 20 °C

With 1H-imidazole; dmap; p-nitrobenzenesulfonyl azide; potassium hexamethylsilazane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; toluene; 1.1: Substitution / 2.1: Metallation / 2.2: Condensation / 2.3: Hydrolysis / 3.1: Etherification;
DOI:10.1021/jo9910738